CONVERSION OF ONE ENANTIOMER OF THE CARBOCYCLIC NUCLEOSIDE SYNTHON 2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE INTO THE OTHER

被引:9
作者
PALMER, CF
MCCAGUE, R
机构
[1] Chiroscience Ltd., Cambridge CB4 4WE, Cambridge Science Park, Milton Road
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 10期
关键词
D O I
10.1039/p19950001201
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The lactam synthon 2-azabicyclo[2.2.1]hept-5-en-3-one was converted into its enantiomer by a 5-step sequence incorporating a skeletal rearrangement mediated by anchimeric assistance of the nitrogen atom; the route proceeded via a tosylate intermediate prone to racemization.
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页码:1201 / 1203
页数:3
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