Asymmetric γ-deprotonation and homoaldol reaction of 1,3-dien-2-yl carbamates:: Stereo- and regiochemistry

被引：9

作者：

Chedid, Roland Bou ^{[1
]}

Froehlich, Roland ^{[1
]}

Hoppe, Dieter ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 14期

关键词：

D O I：

10.1021/ol061005p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Lithium compounds 7 are configurationally stable intermediates obtained by deprotonation of 1,3-dien-2-yl carbamates 6 with n-butyllithium/(-)-sparteine with a high degree of enantiotopic differentiation at the gamma-position. They react with electrophiles regioselectively giving highly enantioenriched products. Starting with different isomers or changing the double-bond geometries in 6 leads to either of the enantiomers.

引用

页码：3061 / 3064

页数：4

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