Construction of adjacent spiro-quaternary and tertiary stereocenters through phosphine-catalyzed asymmetric [3+2] annulation of allenoates with alkylidene azlactones

被引：81

作者：

Wang, De ^{[1
,2
]}

Wei, Yin ^{[3
]}

Shi, Min ^{[1
,2
,3
]}

机构：

[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China

[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 22期

基金：

中国国家自然科学基金;

关键词：

MORITA-BAYLIS-HILLMAN; ELECTRON-DEFICIENT OLEFINS; ENANTIOSELECTIVE SYNTHESIS; FUNCTIONALIZED CYCLOPENTENES; STEREOSELECTIVE CONSTRUCTION; CHIRAL PHOSPHINES; N-TOSYLIMINES; CYCLOADDITION; IMINES; 2,3-BUTADIENOATES;

D O I：

10.1039/c2cc17709a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel axially chiral spiro-phosphine-catalyzed highly regio-, diastereo- and enantioselective [3 + 2] cycloaddition of alkylidene azlactones with various allenic esters has been developed, affording the corresponding functionalized spirocyclic products in moderate to excellent yields under mild conditions. These spirocyclic products as masked amino acids can be easily transformed into aspartic amino acid analogues.

引用

页码：2764 / 2766

页数：3

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