SERIAL RADICAL CYCLIZATION OF PYRANOSE-DERIVED DIENES IN THE STEREOCONTROLLED SYNTHESIS OF DENSELY FUNCTIONALIZED CYCLOHEXANES - A ROUTE TO WOODWARDS RESERPINE PRECURSOR

被引：24

作者：

GOMEZ, AM ^{[1
]}

LOPEZ, JC ^{[1
]}

FRASERREID, B ^{[1
]}

机构：

[1] DUKE UNIV,DEPT CHEM,PAUL M GROSS CHEM LAB,DURHAM,NC 27708

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 15期

关键词：

D O I：

10.1021/jo00094a009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Serial radical 5-exo/6-exo cyclizations of a readily prepared hexopyranose derivative having unsaturations on-template at C-2 and off-template at C-7 lead to a tricyclic cage in which all but one of the stereocenters in an optically pure form of Woodward's densely functionalized carbocyclic precursor have been established, the ''one'' requiring an hydroxyl epimerization.

引用

页码：4048 / 4050

页数：3

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