Stereoselective synthesis of α,α-disubstituted amines by a sequential nucleophilic addition to O-protected cyanohydrins

被引:18
作者
Charette, AB [1 ]
Gagnon, A [1 ]
机构
[1] Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0957-4166(99)00201-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The first enantioselective double nucleophilic addition reaction to O-protected cyanohydrin was achieved in 71% yield and 82:18 enantiomeric ratio by using a bis(BINOL)titanium Lewis acid complex. New (4S,5S)-2,2-dialkyl-4,5-bis(hydroxymethyl)-1,3-dioxolane titanium complexes were synthesized and they displayed good levels of enantioselection in the nucleophilic addition reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
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页码:1961 / 1968
页数:8
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