TOTAL SYNTHESIS OF (+/-)-EPIBATIDINE

被引：47

作者：

ALBERTINI, E ^{[1
]}

BARCO, A ^{[1
]}

BENETTI, S ^{[1
]}

DERISI, C ^{[1
]}

POLLINI, GP ^{[1
]}

ROMAGNOLI, R ^{[1
]}

ZANIRATO, V ^{[1
]}

机构：

[1] UNIV FERRARA,DIPARTMENTO CHIM,I-44100 FERRARA,ITALY

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 49期

关键词：

D O I：

10.1016/0040-4039(94)88492-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(+/-)-1 alpha-Nitro-2 beta-[3-(6-chloropyridyl)]-cyclohexanone, a key intermediate for a stereocontrolled synthesis of the alkaloid epibatidine, possessing a 7-azanorbornane structure to which is attached, in an exo-orientation, a 5-(2-chloropyridyl) substituent, has been prepared either by Diels-Alder reaction or tandem Michael reaction by way of 5-(2-nitrovinyl)-2-chloropyridine as common starting material and 2-trimethylsilyloxy-1,3-butadiene or methyl 3-oxo-4-pentenoate as counterparts respectively.

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收藏

页码：9297 / 9300

页数：4

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