SYNTHESIS OF 4-PHENYLPIPERIDINES BY TANDEM WITTIG OLEFINATION-AZA-WITTIG REARRANGEMENT OF 2-BENZOYLAZIRIDINES

被引:48
作者
COLDHAM, I [1 ]
COLLIS, AJ [1 ]
MOULD, RJ [1 ]
RATHMELL, RE [1 ]
机构
[1] PFIZER LTD,CENT RES,DEPT DISCOVERY CHEM,SANDWICH CT13 9NJ,KENT,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 21期
关键词
D O I
10.1039/p19950002739
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of routes to 2-vinylaziridines are reported. N-Alkylation of a range of 2-benzoyl-3-alkylaziridines with tert-butyl bromoacetate followed by Wittig olefination gave directly a range of 4-phenylpiperidines The intermediate 2-vinylaziridines rearrange by a [2,3]-aza-Wittig rearrangement to give the 4-phenylpiperidines.
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页码:2739 / 2745
页数:7
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