UNEXPECTED CHANGE OF ABSOLUTE-CONFIGURATION IN ASYMMETRIC MICHAEL ADDITION OF METHYL VINYL KETONE TO 2-NITROCYCLOALKANONES

被引：36

作者：

LATVALA, A ^{[1
]}

STANCHEV, S ^{[1
]}

LINDEN, A ^{[1
]}

HESSE, M ^{[1
]}

机构：

[1] UNIV ZURICH,DEPT ORGAN CHEM,WINTERTHURERSTR 190,CH-8057 ZURICH,SWITZERLAND

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 02期

关键词：

D O I：

10.1016/S0957-4166(00)82330-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Michael addition of methyl vinyl ketone 2 to 2-nitrocycloalkanones 1 catalyzed by the Cinchona alkaloid cinchonine 3 affords adducts in high chemical yields in up to 60% enantiomeric excess. The configuration of the products depends on the ring size. Absolute configuration of (-)-2-nitro-2-(3-oxobutyl)cyclooctanone and (+)-2-nitro-2-(3-oxobutyl)cyclododecanone derivatives were determined by X-ray diffraction.

引用

页码：173 / 176

页数：4

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