Asymmetric rearrangement of N-Boc 7-azanorbornene oxide:: use of aryllithiums for enantioselective deprotonation

被引:25
作者
Hodgson, DM
Maxwell, CR
Matthews, IR
机构
[1] Univ Oxford, Dyson Perrins Lab, Dept Chem, Oxford OX1 3QY, England
[2] Zeneca Agrochem, Jealotts Hill Res Stn, Bracknell RG42 6ET, Berks, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0957-4166(99)00168-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The enantioselective alpha-deprotonation-rearrangement of N-Boc 7-azanorbornene oxide 1 using aryllithiums in the presence of (-)-sparteine 4 or bisoxazolines 5a-c to give azanortricyclanol 2 in up to 87% ee is described. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1847 / 1850
页数:4
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