Synthesis of highly enantioenriched all-carbon quaternary centers:: Conjugate additions of chiral organolithium nucleophiles to α,α-dinitrile β,β-disubstituted olefins

被引：16

作者：

Jang, DO ^{[1
]}

Kim, DD

Pyun, DK

Beak, P

机构：

[1] Yonsei Univ, Dept Chem, Wonju 220710, South Korea

[2] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 22期

关键词：

D O I：

10.1021/ol035601k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Highly enantioenriched quaternary centers are obtained by the reaction of chiral lithiated intermediates complexed to (-)-sparteine with tetrasubstituted, alpha,(alpha-dinitrile activated olefins. Lithiated n-Boc-n-Aryl benzylamine furnishes products with drs from 78:22 to 95:5, with ers exceeding 94:6. Lithiated N-Boc-N-Aryl allylamine reactants provide enecarbamate products with drs from 55:45 to 99:1, with ers ranging from 87:13 to 97:3.

引用

页码：4155 / 4157

页数：3

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