Enantioselective reactions of scalemic acyclic α-(alkoxy)alkyl- and α-(N-carbamoyl)alkylcuprates

被引：12

作者：

Dieter, RK ^{[1
]}

Watson, RT ^{[1
]}

Goswami, R ^{[1
]}

机构：

[1] Clemson Univ, Howard L Hunter Chem Lab, Dept Chem, Clemson, SC 29634 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 02期

关键词：

D O I：

10.1021/ol036237s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Scalemic acyclic alpha-(alkoxy)alkyl- and alpha-(N-carbamoyl)alkylcuprates prepared from organostannanes via organolithium reagents react with vinyl iodides, propargyl mesylates, and alpha,beta-enones to afford coupled products with enantioselectivities ranging from 0 to 99% ee depending upon cuprate reagent, substrate structure, solvent, and temperature. In general, lithium cuprates give higher chemical yields and lower enantioselectivities, while the trends are reversed for the corresponding zinc cuprate reagents.

引用

页码：253 / 256

页数：4

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