气候变化领域集成服务门户(CCPortal): Enantioselective synthesis of mixed 3,3′-bisindoles via a phosphine-catalyzed umpolung γ-addition of 3′-indolyl-3-oxindoles to allenoates

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DOI	10.1016/j.scib.2020.01.017
	Enantioselective synthesis of mixed 3,3′-bisindoles via a phosphine-catalyzed umpolung γ-addition of 3′-indolyl-3-oxindoles to allenoates
	Tasdan Y.; Mei G.-J.; Lu Y.
发表日期	2020
ISSN	20959273
起始页码	557
结束页码	563
卷号	65 期号:7
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. © 2020 Science China Press
关键词	Allenoates Amino acid-derived bifunctional phosphine Formal total syntheses Mixed 3,3′-Bisindole Umpolung γ-addition
英文关键词	Addition reactions; Amino acids; Catalysis; Organic compounds; Phosphorus compounds; Scaffolds; Synthesis (chemical); Allenoates; Bi-functional; Enantioselective; Enantioselective synthesis; Stereogenic centers; Synthetic intermediates; Total synthesis; Umpolung; Enantioselectivity
语种	英语
来源期刊	Science Bulletin
文献类型	期刊论文
条目标识符	http://gcip.llas.ac.cn/handle/2XKMVOVA/207194
作者单位	Department of Chemistry, National University of Singapore, Singapore 117543, Singapore; Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Fuzhou, 359297, China; National University of Singapore (Suzhou) Research Institute, Suzhou Industrial Park, Suzhou, 215123, China
推荐引用方式 GB/T 7714	Tasdan Y.,Mei G.-J.,Lu Y.. Enantioselective synthesis of mixed 3,3′-bisindoles via a phosphine-catalyzed umpolung γ-addition of 3′-indolyl-3-oxindoles to allenoates[J],2020,65(7).
APA	Tasdan Y.,Mei G.-J.,&Lu Y..(2020).Enantioselective synthesis of mixed 3,3′-bisindoles via a phosphine-catalyzed umpolung γ-addition of 3′-indolyl-3-oxindoles to allenoates.Science Bulletin,65(7).
MLA	Tasdan Y.,et al."Enantioselective synthesis of mixed 3,3′-bisindoles via a phosphine-catalyzed umpolung γ-addition of 3′-indolyl-3-oxindoles to allenoates".Science Bulletin 65.7(2020).