REARRANGEMENT OF 2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONES - SYNTHESIS OF CIS-3-AMINOCYCLOPENTANE CARBOXYLIC-ACID DERIVATIVES

被引：27

作者：

PALMER, CF ^{[1
]}

PARRY, KP ^{[1
]}

ROBERTS, SM ^{[1
]}

SIK, V ^{[1
]}

机构：

[1] ICI AGROCHEM,JEALOTTS HILL RES STN,BRACKNELL RG12 6EY,BERKS,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 08期

关键词：

D O I：

10.1039/p19920001021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The gamma-lactam 4 was converted into the bromo ester 6 and the latter compound was transformed in five steps into the diester 10. Similarly the lactam 4 was converted into the hydroxy amide 17 via the intermediacy of the dihalogeno compound 11. Compounds 10 and 17 are potential precursors of deoxycarbocyclic nucleosides. Unexpectedly, the lactam 4 furnished the addition product 25. on reaction with benzeneselenenyl bromide and a tentative rationale for the preferred reaction pathway is proposed.

引用

页码：1021 / 1028

页数：8

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