A remote substituent as a control element in indium-mediated allylation reactions in aqueous media: highly diastereoselective synthesis of 1,3-amino alcohols

被引:27
作者
Loh, TP [1 ]
Huang, JM [1 ]
Xu, KC [1 ]
Goh, SH [1 ]
Vittal, JJ [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
关键词
allylation; 1,3-amino alcohols; high diastereoselectivity; indium; remote substituent;
D O I
10.1016/S0040-4039(00)01040-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the stereoselective synthesis of 1,3-amino alcohols based on the indium-mediated allylation of keto ester (R,S)-2 in aqueous media, resulting from shielding of one face by a remote substituent, was developed to be a useful method for acyclic stereocontrol in the absence of any obvious steric interaction. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6511 / 6515
页数:5
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