Lewis acid-catalyzed asymmetric hydroxymethylation of silicon enolates in aqueous media

被引：28
|
作者：
Manabe, K [1 ]
Ishikawa, S [1 ]
Hamada, T [1 ]
Kobayashi, S [1 ]
机构：
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, CREST, Bunkyo Ku, Tokyo 1130033, Japan
来源：
TETRAHEDRON | 2003年 / 59卷 / 52期
关键词：
Lewis acid; aldol reaction; hydroxymethylation;
D O I：
10.1016/j.tet.2003.06.007
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Asymmetric hydroxymethylation of silicon enolates with formaldehyde in aqueous media has been achieved using praseodymium triflate and a chiral crown ether. Formaldehyde aqueous solution can be directly used for the reactions, and a water/THF mixture was found to be the best solvent system. This is the first example of catalytic asymmetric hydroxymethylation of silicon enolates. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码：10439 / 10444
页数：6
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