New synthesis of 7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]hept-2-ene.: A key intermediate in the synthesis of epibatidine and analogs

被引:23
作者
Brieaddy, LE [1 ]
Liang, F [1 ]
Abraham, P [1 ]
Lee, JR [1 ]
Carroll, FI [1 ]
机构
[1] Res Triangle Inst, Res Triangle Pk, NC 27709 USA
关键词
D O I
10.1016/S0040-4039(98)01077-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new, high yield, convenient synthesis of 7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]hept-2-ene which involved the addition of tributyltin hydride to 7-(tert-butoxycarbonyl)-2-p-toluenesulfonyl-7-azabicyclo[2.2.1]-2-ene followed by elimination of the tributyltin and p-tolylsulfonyl groups using tetrabutylammonium fluoride was developed. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:5321 / 5322
页数:2
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