{"id":"https://openalex.org/W2176572963","doi":"https://doi.org/10.1021/jo990342r","title":"A Study Directed to the Asymmetric Synthesis of the Antineoplastic Macrolide Acutiphycin under Enantioselective Acyclic Stereoselection Based on Chiral Oxazaborolidinone-Promoted Asymmetic Aldol Reactions","display_name":"A Study Directed to the Asymmetric Synthesis of the Antineoplastic Macrolide Acutiphycin under Enantioselective Acyclic Stereoselection Based on Chiral Oxazaborolidinone-Promoted Asymmetic Aldol Reactions","publication_year":1999,"publication_date":"1999-07-01","ids":{"openalex":"https://openalex.org/W2176572963","doi":"https://doi.org/10.1021/jo990342r","mag":"2176572963","pmid":"https://pubmed.ncbi.nlm.nih.gov/11674615"},"language":"en","primary_location":{"id":"doi:10.1021/jo990342r","doi":"https://doi.org/10.1021/jo990342r","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo990342r","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","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/A5111767307","display_name":"Syun\u2010ichi Kiyooka","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I201954162","display_name":"University of Kochi","ror":"https://ror.org/02v1sf687","country_code":"JP","type":"education","lineage":["https://openalex.org/I201954162","https://openalex.org/I4405286278"]},{"id":"https://openalex.org/I77063589","display_name":"K\u014dchi University","ror":"https://ror.org/01xxp6985","country_code":"JP","type":"education","lineage":["https://openalex.org/I77063589"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Syun-ichi Kiyooka","raw_affiliation_strings":["Department of Chemistry, Kochi University Akebono-cho, Kochi 780-8520, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Kochi University Akebono-cho, Kochi 780-8520, Japan","institution_ids":["https://openalex.org/I201954162","https://openalex.org/I77063589"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5056540751","display_name":"Mostofa Abu Hena","orcid":"https://orcid.org/0009-0007-8764-9863","observed_orcids":["https://orcid.org/0009-0007-8764-9863"]},"institutions":[{"id":"https://openalex.org/I201954162","display_name":"University of Kochi","ror":"https://ror.org/02v1sf687","country_code":"JP","type":"education","lineage":["https://openalex.org/I201954162","https://openalex.org/I4405286278"]},{"id":"https://openalex.org/I77063589","display_name":"K\u014dchi University","ror":"https://ror.org/01xxp6985","country_code":"JP","type":"education","lineage":["https://openalex.org/I77063589"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Mostofa A. Hena","raw_affiliation_strings":["Department of Chemistry, Kochi University Akebono-cho, Kochi 780-8520, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Kochi University Akebono-cho, Kochi 780-8520, Japan","institution_ids":["https://openalex.org/I201954162","https://openalex.org/I77063589"]}]}],"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":3.2144,"has_fulltext":false,"cited_by_count":77,"citation_normalized_percentile":{"value":0.91382901,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"64","issue":"15","first_page":"5511","last_page":"5523"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.9940999746322632,"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":0.9940999746322632,"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":0.002400000113993883,"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/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.0017999999690800905,"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/asymmetric-synthesis","display_name":"asymmetric synthesis","score":0.9459999799728394},{"id":"https://openalex.org/keywords/asymmetric-aldol-reaction","display_name":"asymmetric aldol reaction","score":0.8870000243186951},{"id":"https://openalex.org/keywords/acyclic-stereoselection","display_name":"acyclic stereoselection","score":0.8339999914169312},{"id":"https://openalex.org/keywords/diastereoselectivity","display_name":"diastereoselectivity","score":0.7789999842643738},{"id":"https://openalex.org/keywords/macrolides","display_name":"macrolides","score":0.5379999876022339},{"id":"https://openalex.org/keywords/anticancer-agents","display_name":"anticancer agents","score":0.6819999814033508},{"id":"https://openalex.org/keywords/linear-synthesis","display_name":"linear synthesis","score":0.35499998927116394}],"concepts":[{"id":"https://openalex.org/C61156836","wikidata":"https://www.wikidata.org/wiki/Q494392","display_name":"Aldol reaction","level":3,"score":0.9630928635597229},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.9351364374160767},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9155954122543335},{"id":"https://openalex.org/C134195300","wikidata":"https://www.wikidata.org/wiki/Q902071","display_name":"Stereocenter","level":4,"score":0.8557937145233154},{"id":"https://openalex.org/C178907741","wikidata":"https://www.wikidata.org/wiki/Q745930","display_name":"Nucleophile","level":3,"score":0.6782650947570801},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5779815912246704},{"id":"https://openalex.org/C2777289219","wikidata":"https://www.wikidata.org/wiki/Q7632154","display_name":"Substrate (aquarium)","level":2,"score":0.4791266620159149},{"id":"https://openalex.org/C111771559","wikidata":"https://www.wikidata.org/wiki/Q66295","display_name":"Derivative (finance)","level":2,"score":0.4501214325428009},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.26353925466537476},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.17415118217468262},{"id":"https://openalex.org/C162324750","wikidata":"https://www.wikidata.org/wiki/Q8134","display_name":"Economics","level":0,"score":0.0},{"id":"https://openalex.org/C127313418","wikidata":"https://www.wikidata.org/wiki/Q1069","display_name":"Geology","level":0,"score":0.0},{"id":"https://openalex.org/C111368507","wikidata":"https://www.wikidata.org/wiki/Q43518","display_name":"Oceanography","level":1,"score":0.0},{"id":"https://openalex.org/C106159729","wikidata":"https://www.wikidata.org/wiki/Q2294553","display_name":"Financial economics","level":1,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/jo990342r","doi":"https://doi.org/10.1021/jo990342r","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo990342r","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:11674615","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/11674615","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":25,"referenced_works":["https://openalex.org/W175269694","https://openalex.org/W587424150","https://openalex.org/W1535536833","https://openalex.org/W1964732329","https://openalex.org/W2001475682","https://openalex.org/W2014177181","https://openalex.org/W2031428007","https://openalex.org/W2032900065","https://openalex.org/W2042416137","https://openalex.org/W2062435845","https://openalex.org/W2074536661","https://openalex.org/W2079945724","https://openalex.org/W2088560164","https://openalex.org/W2098948058","https://openalex.org/W2102889321","https://openalex.org/W2114372404","https://openalex.org/W2172349281","https://openalex.org/W2949252024","https://openalex.org/W2950078023","https://openalex.org/W2950405680","https://openalex.org/W2950589392","https://openalex.org/W2950773597","https://openalex.org/W2952215247","https://openalex.org/W2952488379","https://openalex.org/W2953360402"],"related_works":["https://openalex.org/W2029869038","https://openalex.org/W2951743383","https://openalex.org/W2281126056","https://openalex.org/W2028730260","https://openalex.org/W1552788767","https://openalex.org/W2026067379","https://openalex.org/W2324356528","https://openalex.org/W2949599690","https://openalex.org/W1994946762","https://openalex.org/W2042416137"],"abstract_inverted_index":{"A":[0],"shortening":[1],"of":[2,13,25,40,47,59,62,70,84,97,99],"the":[3,14,22,26,38,57,63,71,75,82,85,89,100],"reaction":[4,18],"path":[5],"can":[6],"be":[7],"realized":[8],"by":[9,81],"using":[10],"a":[11,45],"series":[12],"chiral":[15],"oxazaborolidinone-promoted":[16],"aldol":[17,42,91],"with":[19,44],"respect":[20],"to":[21],"practical":[23],"synthesis":[24],"(+)-acutiphycin":[27],"seco":[28],"acid":[29],"derivative":[30],"5.":[31],"The":[32,68],"linear":[33],"strategy":[34],"is":[35,78,94],"based":[36],"on":[37],"utilization":[39],"five":[41],"reactions":[43],"sequence":[46],"silyl":[48],"nucleophiles,":[49],"7,":[50],"8,":[51],"35,":[52],"10,":[53],"and":[54],"11,":[55],"in":[56,88],"presence":[58],"stoichiometric":[60],"amounts":[61],"promoter,":[64],"1":[65],"or":[66],"2.":[67],"construction":[69],"relative":[72],"configuration":[73],"between":[74],"stereogenic":[76],"centers":[77],"diastereoselectively":[79],"controlled":[80],"stereochemistry":[83],"promoter":[86],"used":[87],"enantioselective":[90],"reaction,":[92],"which":[93],"nearly":[95],"independent":[96],"that":[98],"substrate":[101],"(promoter":[102],"control).":[103]},"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":2},{"year":2022,"cited_by_count":2},{"year":2021,"cited_by_count":3},{"year":2019,"cited_by_count":3},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":2},{"year":2016,"cited_by_count":1},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":2},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-12T12:28:57.059296","created_date":"2016-06-24T00:00:00"}
