A highly enantio- and diastereoselective 1,3-dimethylallylation of aldehydes

被引：7
|
作者：
Yuan, Yu [1 ]
Lai, Amy J. [1 ]
Kraml, Christina M. [1 ]
Lee, Chulbom [1 ]
机构：
[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA
来源：
TETRAHEDRON | 2006年 / 62卷 / 49期
关键词：
D O I：
10.1016/j.tet.2006.07.070
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly enantio- and diastereoselective pentenylation of aldehydes is described. The homoallylic alcohol derived from 1,3-dimethylallylation of (-)-menthone undergoes an efficient allyl-transfer reaction with a wide range of aliphatic aldehydes in the presence of an acid catalyst to give rise to the corresponding 4-methyl-2(E)-penten-4-yl-5-ol products in good yields with high enantio- and 4,5-syn- selectivities. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：11391 / 11396
页数：6
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