{"id":"https://openalex.org/W2006016785","doi":"https://doi.org/10.1021/jo0625608","title":"Dynamic Diastereoselectivity during Iron Carbonyl Mediated Spirocyclization Reactions","display_name":"Dynamic Diastereoselectivity during Iron Carbonyl Mediated Spirocyclization Reactions","publication_year":2007,"publication_date":"2007-03-01","ids":{"openalex":"https://openalex.org/W2006016785","doi":"https://doi.org/10.1021/jo0625608","mag":"2006016785","pmid":"https://pubmed.ncbi.nlm.nih.gov/17328576"},"language":"en","primary_location":{"id":"doi:10.1021/jo0625608","doi":"https://doi.org/10.1021/jo0625608","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo0625608","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","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":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","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/A5072747947","display_name":"Anthony J. Pearson","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I58956616","display_name":"Case Western Reserve University","ror":"https://ror.org/051fd9666","country_code":"US","type":"education","lineage":["https://openalex.org/I58956616"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Anthony J. Pearson","raw_affiliation_strings":["Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106","Department of Chemistry, Case western Reserve University, Cleveland, Ohio 44106 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106","institution_ids":["https://openalex.org/I58956616"]},{"raw_affiliation_string":"Department of Chemistry, Case western Reserve University, Cleveland, Ohio 44106 USA","institution_ids":["https://openalex.org/I58956616"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5079288835","display_name":"Huikai Sun","orcid":"https://orcid.org/0000-0002-4593-1306","observed_orcids":["https://orcid.org/0000-0002-4593-1306"]},"institutions":[{"id":"https://openalex.org/I58956616","display_name":"Case Western Reserve University","ror":"https://ror.org/051fd9666","country_code":"US","type":"education","lineage":["https://openalex.org/I58956616"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Huikai Sun","raw_affiliation_strings":["Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106","institution_ids":["https://openalex.org/I58956616"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5100424273","display_name":"Xiaolong Wang","orcid":"https://orcid.org/0000-0003-1916-5780","observed_orcids":["https://orcid.org/0000-0003-1916-5780"]},"institutions":[{"id":"https://openalex.org/I58956616","display_name":"Case Western Reserve University","ror":"https://ror.org/051fd9666","country_code":"US","type":"education","lineage":["https://openalex.org/I58956616"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Xiaolong Wang","raw_affiliation_strings":["Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106","institution_ids":["https://openalex.org/I58956616"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I58956616"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.2618,"has_fulltext":false,"cited_by_count":19,"citation_normalized_percentile":{"value":0.75624368,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"72","issue":"7","first_page":"2547","last_page":"2557"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.45260000228881836,"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/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.45260000228881836,"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":0.34549999237060547,"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/T10871","display_name":"Catalytic Alkyne Reactions","score":0.07919999957084656,"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/iron-carbonyl-complexes","display_name":"iron carbonyl complexes","score":0.8960000276565552},{"id":"https://openalex.org/keywords/chiral-auxiliaries","display_name":"chiral auxiliaries","score":0.6679999828338623},{"id":"https://openalex.org/keywords/absolute-configuration","display_name":"absolute configuration","score":0.6489999890327454},{"id":"https://openalex.org/keywords/demetallation","display_name":"demetallation","score":0.6869999766349792},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.9449999928474426},{"id":"https://openalex.org/keywords/double-bond-geometry","display_name":"double bond geometry","score":0.46700000762939453}],"concepts":[{"id":"https://openalex.org/C2776568683","wikidata":"https://www.wikidata.org/wiki/Q23005640","display_name":"Moiety","level":2,"score":0.8406014442443848},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.6969798803329468},{"id":"https://openalex.org/C2777814067","wikidata":"https://www.wikidata.org/wiki/Q1752317","display_name":"Tandem","level":2,"score":0.6910086870193481},{"id":"https://openalex.org/C68381374","wikidata":"https://www.wikidata.org/wiki/Q258652","display_name":"Double bond","level":2,"score":0.6426504254341125},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.589052140712738},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.36876749992370605},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.14215558767318726},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.08186343312263489},{"id":"https://openalex.org/C159985019","wikidata":"https://www.wikidata.org/wiki/Q181790","display_name":"Composite material","level":1,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/jo0625608","doi":"https://doi.org/10.1021/jo0625608","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo0625608","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","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":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:17328576","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/17328576","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":"The Journal of organic chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":14,"referenced_works":["https://openalex.org/W1964732329","https://openalex.org/W1969262558","https://openalex.org/W1995215424","https://openalex.org/W2004777236","https://openalex.org/W2063314762","https://openalex.org/W2063934135","https://openalex.org/W2087657945","https://openalex.org/W2088092009","https://openalex.org/W2125470334","https://openalex.org/W2148467269","https://openalex.org/W2167898868","https://openalex.org/W2949346976","https://openalex.org/W2950528739","https://openalex.org/W2951750464"],"related_works":["https://openalex.org/W2605126924","https://openalex.org/W2001416577","https://openalex.org/W1970021145","https://openalex.org/W1982006375","https://openalex.org/W2595785570","https://openalex.org/W2017161058","https://openalex.org/W3188771353","https://openalex.org/W655104786","https://openalex.org/W2951358363","https://openalex.org/W2143372898"],"abstract_inverted_index":{"Dynamic":[0],"diastereoselectivity":[1],"during":[2],"Fe(CO)3":[3,92],"promoted":[4],"[6+2]":[5],"ene":[6],"spirocyclization":[7],"of":[8,32,66,76],"35a":[9],"and":[10,23,29,53,60,84],"35b,":[11],"having":[12],"a":[13,80,85],"chiral":[14,40,55],"center":[15,56],"on":[16],"the":[17,49,54,61,91],"pendent":[18],"side":[19],"chain,":[20],"was":[21,94],"investigated":[22],"gave":[24],"rise":[25],"to":[26],"products":[27],"28a":[28,67],"28b":[30],"instead":[31],"four":[33],"possible":[34],"isomers.":[35],"From":[36],"this":[37],"reaction,":[38],"two":[39],"centers":[41],"are":[42,68],"generated,":[43],"with":[44],"absolute":[45],"stereochemistry":[46],"determined":[47],"by":[48,90],"double":[50,87],"bond":[51],"geometry":[52],"already":[57],"present.":[58],"28a/b":[59],"diene":[62],"product":[63],"from":[64],"demetallation":[65],"proposed":[69],"as":[70],"potential":[71],"intermediates":[72],"for":[73],"total":[74],"synthesis":[75],"18-deoxycytochalasin":[77],"H.":[78],"Furthermore,":[79],"stepwise":[81],"second":[82],"cyclization":[83,88],"tandem":[86],"mediated":[89],"moiety":[93],"investigated.":[95]},"counts_by_year":[{"year":2021,"cited_by_count":1},{"year":2017,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":2},{"year":2012,"cited_by_count":3}],"updated_date":"2026-08-21T09:56:20.448147","created_date":"2016-06-24T00:00:00"}