Phosphine-Catalyzed Cascade Michael Addition/[4+2] Cycloaddition Reaction of Allenoates and 2-Arylidene-1,3-indanediones

被引：37

作者：

Shi, Wangyu ^{[2
]}

Mao, Biming ^{[2
]}

Xu, Jiaqing ^{[2
]}

Wang, Qijun ^{[2
]}

Wang, Wei ^{[1
]}

Wu, Yongjun ^{[1
]}

Li, Xuefeng ^{[1
]}

Guo, Hongchao ^{[1
]}

机构：

[1] Zhengzhou Univ, Coll Publ Hlth, Zhengzhou 450001, Peoples R China

[2] China Agr Univ, Dept Chem, Beijing 100193, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 07期

基金：

中国国家自然科学基金;

关键词：

C; N-CYCLIC AZOMETHINE IMINES; BAYLIS-HILLMAN CARBONATES; 4+2 ANNULATION; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; CHIRAL PHOSPHINES; DOMINO REACTION; DERIVATIVES; MODE;

D O I：

10.1021/acs.orglett.0c00637

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The phosphine-catalyzed cascade Michael addition/[4+2] cycloaddition reaction of tetrahydrobenzofuranone-derived allenoates and 2-arylidene-1,3-indanediones has been reported, affording spirocyclic 1,3-indanedione derivatives in moderate to high yields with moderate to good diastereoselectivities. A scaled-up reaction worked well under mild conditions, and a plausible mechanism is proposed.

引用

页码：2675 / 2680

页数：6

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