Enantioselective synthesis of mixed 3,3'-bisindoles via a phosphine-catalyzed umpolung γ-addition of 3'-indolyl-3-oxindoles to allenoates

• 来源期刊: 科学通报（英文版）
• 年，卷（期）: 2020,（7）
• 页码范围: 557-563
• 页数: 7页
• 语种: 英文

摘要

An enantioselective umpolung γ-addition reaction of 3'-indolyl-3-oxindoles to allenoates catalyzed by amino acid-derived bifunctional phosphine catalysts has been developed.A wide range of chiral mixed 3,3'-bisindole scaffolds containing an all-carbon quaternary stereogenic center were obtained in high yields and with excellent enantioselectivities.3,3'-Bisindoles are valuable synthetic intermediates,the employment of which led to formal total syntheses of (+)-Chimonanthine,(+)-Folicanthine and (-)-Calycanthine,as well as facile creation of useful pyrrolidinoindoline core structure.