Enantioselective reactions of α-methoxybenzyllithium generated by t-BuLi/chiral bis(oxazoline) complex with aldehydes

被引：32
|
作者：
Tomooka, K [1 ]
Wang, LF [1 ]
Komine, N [1 ]
Nakai, T [1 ]
机构：
[1] Tokyo Inst Technol, Dept Chem Technol, Meguro Ku, Tokyo 1528552, Japan
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 37期
关键词：
alpha-methoxybenzyllithium; enantioselection; 1,2-diol;
D O I：
10.1016/S0040-4039(99)01365-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The title reaction is shown to afford the corresponding 1,2-diol monomethyl ethers in moderate-to-high levels of % ee (up to 98%) and % de (up to 90% anti), depending markedly on the aldehyde reactivity. The origin of the enantioselectivity is discussed in terms of a dynamic thermodynamic resolution mechanism. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：6813 / 6816
页数：4
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