{"id":"https://openalex.org/W2012003144","doi":"https://doi.org/10.1021/ja076175r","title":"The Skeletal Rearrangement of Gold- and Platinum-Catalyzed Cycloisomerization of cis-4,6-Dien-1-yn-3-ols: Pinacol Rearrangement and Formation of Bicyclo[4.1.0]heptenone and Reorganized Styrene Derivatives","display_name":"The Skeletal Rearrangement of Gold- and Platinum-Catalyzed Cycloisomerization of cis-4,6-Dien-1-yn-3-ols: Pinacol Rearrangement and Formation of Bicyclo[4.1.0]heptenone and Reorganized Styrene Derivatives","publication_year":2007,"publication_date":"2007-11-20","ids":{"openalex":"https://openalex.org/W2012003144","doi":"https://doi.org/10.1021/ja076175r","mag":"2012003144","pmid":"https://pubmed.ncbi.nlm.nih.gov/18020448"},"language":"en","primary_location":{"id":"doi:10.1021/ja076175r","doi":"https://doi.org/10.1021/ja076175r","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja076175r","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5102443762","display_name":"Jhih\u2010Meng Tang","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I25846049","display_name":"National Tsing Hua University","ror":"https://ror.org/00zdnkx70","country_code":"TW","type":"education","lineage":["https://openalex.org/I25846049"]},{"id":"https://openalex.org/I49645291","display_name":"National Taipei University of Education","ror":"https://ror.org/02bzpph30","country_code":"TW","type":"education","lineage":["https://openalex.org/I49645291"]}],"countries":["TW"],"is_corresponding":false,"raw_author_name":"Jhih-Meng Tang","raw_affiliation_strings":["Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC","institution_ids":["https://openalex.org/I25846049","https://openalex.org/I49645291"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5027939250","display_name":"Sabyasachi Bhunia","orcid":"https://orcid.org/0000-0001-5666-1949","observed_orcids":["https://orcid.org/0000-0001-5666-1949"]},"institutions":[{"id":"https://openalex.org/I25846049","display_name":"National Tsing Hua University","ror":"https://ror.org/00zdnkx70","country_code":"TW","type":"education","lineage":["https://openalex.org/I25846049"]},{"id":"https://openalex.org/I49645291","display_name":"National Taipei University of Education","ror":"https://ror.org/02bzpph30","country_code":"TW","type":"education","lineage":["https://openalex.org/I49645291"]}],"countries":["TW"],"is_corresponding":false,"raw_author_name":"Sabyasachi Bhunia","raw_affiliation_strings":["Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC","institution_ids":["https://openalex.org/I25846049","https://openalex.org/I49645291"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5091701705","display_name":"Shariar Md. Abu Sohel","orcid":"https://orcid.org/0000-0003-1659-3421","observed_orcids":["https://orcid.org/0000-0003-1659-3421"]},"institutions":[{"id":"https://openalex.org/I25846049","display_name":"National Tsing Hua University","ror":"https://ror.org/00zdnkx70","country_code":"TW","type":"education","lineage":["https://openalex.org/I25846049"]},{"id":"https://openalex.org/I49645291","display_name":"National Taipei University of Education","ror":"https://ror.org/02bzpph30","country_code":"TW","type":"education","lineage":["https://openalex.org/I49645291"]}],"countries":["TW"],"is_corresponding":false,"raw_author_name":"Shariar Md. Abu Sohel","raw_affiliation_strings":["Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC","institution_ids":["https://openalex.org/I25846049","https://openalex.org/I49645291"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5053882775","display_name":"Ming\u2010Yuan Lin","orcid":"https://orcid.org/0000-0002-6942-072X","observed_orcids":["https://orcid.org/0000-0002-6942-072X"]},"institutions":[{"id":"https://openalex.org/I25846049","display_name":"National Tsing Hua University","ror":"https://ror.org/00zdnkx70","country_code":"TW","type":"education","lineage":["https://openalex.org/I25846049"]},{"id":"https://openalex.org/I49645291","display_name":"National Taipei University of Education","ror":"https://ror.org/02bzpph30","country_code":"TW","type":"education","lineage":["https://openalex.org/I49645291"]}],"countries":["TW"],"is_corresponding":false,"raw_author_name":"Ming-Yuan Lin","raw_affiliation_strings":["Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC","institution_ids":["https://openalex.org/I25846049","https://openalex.org/I49645291"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5113570870","display_name":"Hsin\u2010Yi Liao","orcid":"https://orcid.org/0000-0003-3427-642X","observed_orcids":["https://orcid.org/0000-0003-3427-642X"]},"institutions":[{"id":"https://openalex.org/I25846049","display_name":"National Tsing Hua University","ror":"https://ror.org/00zdnkx70","country_code":"TW","type":"education","lineage":["https://openalex.org/I25846049"]},{"id":"https://openalex.org/I49645291","display_name":"National Taipei University of Education","ror":"https://ror.org/02bzpph30","country_code":"TW","type":"education","lineage":["https://openalex.org/I49645291"]}],"countries":["TW"],"is_corresponding":false,"raw_author_name":"Hsin-Yi Liao","raw_affiliation_strings":["Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC","institution_ids":["https://openalex.org/I25846049","https://openalex.org/I49645291"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5102476278","display_name":"Swarup Datta","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I25846049","display_name":"National Tsing Hua University","ror":"https://ror.org/00zdnkx70","country_code":"TW","type":"education","lineage":["https://openalex.org/I25846049"]},{"id":"https://openalex.org/I49645291","display_name":"National Taipei University of Education","ror":"https://ror.org/02bzpph30","country_code":"TW","type":"education","lineage":["https://openalex.org/I49645291"]}],"countries":["TW"],"is_corresponding":false,"raw_author_name":"Swarup Datta","raw_affiliation_strings":["Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC","institution_ids":["https://openalex.org/I25846049","https://openalex.org/I49645291"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5101495047","display_name":"Arindam Das","orcid":"https://orcid.org/0009-0005-4077-8217","observed_orcids":["https://orcid.org/0009-0005-4077-8217"]},"institutions":[{"id":"https://openalex.org/I25846049","display_name":"National Tsing Hua University","ror":"https://ror.org/00zdnkx70","country_code":"TW","type":"education","lineage":["https://openalex.org/I25846049"]},{"id":"https://openalex.org/I49645291","display_name":"National Taipei University of Education","ror":"https://ror.org/02bzpph30","country_code":"TW","type":"education","lineage":["https://openalex.org/I49645291"]}],"countries":["TW"],"is_corresponding":false,"raw_author_name":"Arindam Das","raw_affiliation_strings":["Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC","institution_ids":["https://openalex.org/I25846049","https://openalex.org/I49645291"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5080848162","display_name":"Rai\u2010Shung Liu","orcid":"https://orcid.org/0000-0002-2011-8124","observed_orcids":["https://orcid.org/0000-0002-2011-8124"]},"institutions":[{"id":"https://openalex.org/I25846049","display_name":"National Tsing Hua University","ror":"https://ror.org/00zdnkx70","country_code":"TW","type":"education","lineage":["https://openalex.org/I25846049"]},{"id":"https://openalex.org/I49645291","display_name":"National Taipei University of Education","ror":"https://ror.org/02bzpph30","country_code":"TW","type":"education","lineage":["https://openalex.org/I49645291"]}],"countries":["TW"],"is_corresponding":false,"raw_author_name":"Rai-Shung Liu","raw_affiliation_strings":["Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC, and Department of Science Education, National Taipei University of Education, Taipei, Taiwan, ROC","institution_ids":["https://openalex.org/I25846049","https://openalex.org/I49645291"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":4.9425,"has_fulltext":false,"cited_by_count":78,"citation_normalized_percentile":{"value":0.96084422,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":99},"biblio":{"volume":"129","issue":"50","first_page":"15677","last_page":"15683"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10871","display_name":"Catalytic Alkyne Reactions","score":1.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10871","display_name":"Catalytic Alkyne Reactions","score":1.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12893","display_name":"Organic Chemistry Cycloaddition Reactions","score":0.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/gold-catalysis","display_name":"gold catalysis","score":0.8209999799728394},{"id":"https://openalex.org/keywords/platinum-catalysis","display_name":"platinum catalysis","score":1.0},{"id":"https://openalex.org/keywords/cycloisomerization","display_name":"cycloisomerization","score":0.9210000038146973},{"id":"https://openalex.org/keywords/pinacol-rearrangement","display_name":"pinacol rearrangement","score":0.9599999785423279},{"id":"https://openalex.org/keywords/6-endo-dig-cyclization","display_name":"6-endo-dig cyclization","score":0.7879999876022339},{"id":"https://openalex.org/keywords/5-endo-dig-cyclization","display_name":"5-endo-dig cyclization","score":0.9309999942779541},{"id":"https://openalex.org/keywords/allyl-cations","display_name":"allyl cations","score":0.828000009059906},{"id":"https://openalex.org/keywords/chemoselectivity","display_name":"chemoselectivity","score":0.8040000200271606},{"id":"https://openalex.org/keywords/chirality-transfer","display_name":"chirality transfer","score":0.8560000061988831},{"id":"https://openalex.org/keywords/gold-iii-chloride","display_name":"gold(III) chloride","score":0.7239999771118164},{"id":"https://openalex.org/keywords/platinum-ii-chloride","display_name":"platinum(II) chloride","score":0.9359999895095825},{"id":"https://openalex.org/keywords/reaction-mechanism","display_name":"reaction mechanism","score":0.39899998903274536}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9086143970489502},{"id":"https://openalex.org/C2776788722","wikidata":"https://www.wikidata.org/wiki/Q21856650","display_name":"Cycloisomerization","level":3,"score":0.8574596643447876},{"id":"https://openalex.org/C24961977","wikidata":"https://www.wikidata.org/wiki/Q225972","display_name":"Bicyclic molecule","level":2,"score":0.6624096632003784},{"id":"https://openalex.org/C190667039","wikidata":"https://www.wikidata.org/wiki/Q3738104","display_name":"Chemoselectivity","level":3,"score":0.6285214424133301},{"id":"https://openalex.org/C518104683","wikidata":"https://www.wikidata.org/wiki/Q880","display_name":"Platinum","level":3,"score":0.5537197589874268},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.535822868347168},{"id":"https://openalex.org/C2776730140","wikidata":"https://www.wikidata.org/wiki/Q421634","display_name":"Pinacol","level":3,"score":0.5179668664932251},{"id":"https://openalex.org/C2779825165","wikidata":"https://www.wikidata.org/wiki/Q101497","display_name":"Aldehyde","level":3,"score":0.5177028179168701},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5105184316635132},{"id":"https://openalex.org/C96350342","wikidata":"https://www.wikidata.org/wiki/Q905087","display_name":"Cope rearrangement","level":2,"score":0.5055735111236572},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.4567597508430481},{"id":"https://openalex.org/C2777566558","wikidata":"https://www.wikidata.org/wiki/Q28917","display_name":"Styrene","level":4,"score":0.4429725110530853},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.1736246943473816},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.0},{"id":"https://openalex.org/C15920480","wikidata":"https://www.wikidata.org/wiki/Q421281","display_name":"Copolymer","level":3,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/ja076175r","doi":"https://doi.org/10.1021/ja076175r","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja076175r","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},{"id":"pmid:18020448","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/18020448","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":24,"referenced_works":["https://openalex.org/W280137907","https://openalex.org/W1975869640","https://openalex.org/W1983129740","https://openalex.org/W1991517310","https://openalex.org/W1996337464","https://openalex.org/W2002159747","https://openalex.org/W2023047887","https://openalex.org/W2042135581","https://openalex.org/W2054031463","https://openalex.org/W2059156553","https://openalex.org/W2064616049","https://openalex.org/W2076072148","https://openalex.org/W2081932105","https://openalex.org/W2091342208","https://openalex.org/W2107743975","https://openalex.org/W2125572067","https://openalex.org/W2141056251","https://openalex.org/W2160574842","https://openalex.org/W2160999315","https://openalex.org/W2167018421","https://openalex.org/W2745938880","https://openalex.org/W2950604837","https://openalex.org/W2953106670","https://openalex.org/W4205186383"],"related_works":["https://openalex.org/W2952715771","https://openalex.org/W2009253289","https://openalex.org/W2942927301","https://openalex.org/W2053716561","https://openalex.org/W3217633354","https://openalex.org/W2140687597","https://openalex.org/W2024916206","https://openalex.org/W2167099594","https://openalex.org/W2093782881","https://openalex.org/W2166932553"],"abstract_inverted_index":{"With":[0],"gold":[1],"and":[2],"platinum":[3],"catalysts,":[4],"cis-4,6-dien-1-yn-3-ols":[5,21],"undergo":[6,33],"cycloisomerizations":[7],"that":[8,83],"enable":[9],"structural":[10],"reorganization":[11],"of":[12,19,58,77],"cyclized":[13],"products":[14,69,85,93],"chemoselectively.":[15],"The":[16],"AuCl3-catalyzed":[17],"cyclizations":[18,48],"6-substituted":[20],"proceeded":[22],"via":[23],"a":[24,34],"6-exo-dig":[25],"pathway":[26],"to":[27,37],"give":[28],"allyl":[29],"cations,":[30],"which":[31],"subsequently":[32],"pinacol":[35],"rearrangement":[36],"produce":[38],"reorganized":[39,67,91],"cyclopentenyl":[40],"aldehyde":[41],"products.":[42],"Using":[43],"chiral":[44],"alcohol":[45],"substrates,":[46],"such":[47],"proceed":[49],"with":[50,70],"reasonable":[51],"chirality":[52],"transfer.":[53],"In":[54],"the":[55,75,78,97],"PtCl2-catalyzed":[56],"cyclization":[57],"7,7-disubstituted":[59],"cis-4,6-dien-1-yn-3-ols,":[60],"we":[61,81],"obtained":[62],"exclusively":[63],"either":[64],"bicyclo[4.1.0]heptenones":[65],"or":[66],"styrene":[68,92],"varied":[71],"substrate":[72],"structures.":[73],"On":[74],"basis":[76],"chemoselectivity/structure":[79],"relationship,":[80],"propose":[82],"bicyclo[4.1.0]heptenone":[84],"result":[86],"from":[87,96],"6-endo-dig":[88],"cyclization,":[89],"whereas":[90],"are":[94],"derived":[95],"5-exo-dig":[98],"pathway.":[99],"This":[100],"proposed":[101],"mechanism":[102],"is":[103],"supported":[104],"by":[105],"theoretic":[106],"calculations.":[107]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":1},{"year":2020,"cited_by_count":4},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":4},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":3},{"year":2015,"cited_by_count":7},{"year":2014,"cited_by_count":6},{"year":2013,"cited_by_count":5},{"year":2012,"cited_by_count":7}],"updated_date":"2026-11-07T11:25:07.637180","created_date":"2016-06-24T00:00:00"}