Highly enantioselective 1,2-additions of various organolithium reagents to aldehydes

被引:33
|
作者
Granander, Johan [1 ]
Eriksson, Jonas [1 ]
Hilmersson, Goeran [1 ]
机构
[1] Univ Gothenburg, Dept Chem, SE-41296 Gothenburg, Sweden
关键词
D O I
10.1016/j.tetasy.2006.07.009
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Several asymmetric 1,2-additions of various organolithium reagents (methyllithium, n-butyllithium, phenyllithium, lithioacetonitrile, lithium n-propylacetylide, lithium phenylacetylide) to aldehydes are shown to result in decent to excellent enantiomeric excesses (65-98%) when performed in the presence of a chiral lithium amido sulfide. The chiral lithium amido sulfides invariably exhibited higher levels of enantioselectivity in all the reactions tested, compared to the structurally similar chiral lithium amido ethers and the chiral lithium amide without a chelating group. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2021 / 2027
页数:7
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