AN IMPROVED SYNTHESIS AND RESOLUTION OF (+/-)-CIS,CIS-SPIRO[4.4]NONANE-1,6-DIOL

被引：50

作者：

NIEMAN, JA ^{[1
]}

PARVEZ, M ^{[1
]}

KEAY, BA ^{[1
]}

机构：

[1] UNIV CALGARY,DEPT CHEM,CALGARY T2N 1N4,ALBERTA,CANADA

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(00)82242-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(+/-)-cis,cis-Spiro[4.4]nonane-1,6-diol (2) is synthesized stereoselectively in four steps (51%) beginning with ethyl 2-oxocyclopentanecarboxylate. An improved resolution of diol 2 is described by preparing diastereomeric ketals of (1R)-(+)-camphor. The relative stereochemistry of cis,cis-diol 2 is unambiguously assigned via an X-ray crystal structure of the bis-(p-nitrobenzoate) derivative.

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页码：1973 / 1976

页数：4

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