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  • 标题:Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls
  • 本地全文:下载
  • 作者:Kengo Kasama ; Yuya Hinami ; Karin Mizuno
  • 期刊名称:Chemical and Pharmaceutical Bulletin
  • 印刷版ISSN:0009-2363
  • 电子版ISSN:1347-5223
  • 出版年度:2022
  • 卷号:70
  • 期号:5
  • 页码:391-399
  • DOI:10.1248/cpb.c22-00021
  • 语种:English
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:The highly enantioselective lipase-catalyzed kinetic resolution (KR) of racemic C1-symmetric biaryl compounds including heterocyclic moieties, such as carbazole and dibenzofuran, has been achieved for the first time. This enzymatic esterification was accelerated by the addition of disodium carbonate while maintaining its high enantioselectivities, and was particularly effective for biaryls having N-substituted carbazole moieties. Furthermore, mesoporous silica-supported oxovanadium-catalyzed cross-dehydrogenative coupling of 3-hydroxycarbazole and 2-naphthol was followed by the lipase-catalyzed KR in one-pot to synthesize the optically active heterocyclic biaryl compounds with high optical purity.
  • 关键词:lipase;kinetic resolution;C1-symmetric biaryl;carbazole;one-pot reaction
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