Organocatalytic Aza-Michael/Michael Cyclization Cascade Reaction: Enantioselective Synthesis of Spiro-oxindole Piperidin-2-one Derivatives

被引：41

作者：

Tang, Qing-Gang ^{[1
]}

Cai, Sen-Lin ^{[1
]}

Wang, Chuan-Chuan ^{[1
]}

Lin, Guo-Qang ^{[1
,2
]}

Sun, Xing-Wen ^{[1
]}

机构：

[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, CAS Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 09期

基金：

中国国家自然科学基金;

关键词：

POT ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; STEREOSELECTIVE-SYNTHESIS; REACTION SEQUENCE; ACID; SPIROOXINDOLES; BEARING; CONSTRUCTION; EFFICIENT; ALKALOIDS;

D O I：

10.1021/acs.orglett.0c00779

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple, direct, and highly enantioselective synthesis of spiro-oxindole piperidin-2-one derivatives was achieved through an aza-Michael/Michael cyclization cascade sequence using a squaramide catalyst. The desired products were obtained in excellent yields (up to 99%) and good to high stereoselectivities (up to >20:1 dr and up to 99% ee) under mild conditions.

引用

页码：3351 / 3355

页数：5

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