STEREOCHEMISTRY .71. TRANS-ANNULAR REACTIONS OF SUBSTITUTED BICYCLO[3.3.1]NONANE-3-ENDO-CARBONITRILES - SYNTHESIS OF BIFUNCTIONAL 4-AZAHOMOADAMANTANES

被引：15

作者：

HASSNER, A

MORGAN, TK

MCLAUGHLIN, AR

机构：

[1] Department of Chemistry, State University of New York at Binghamton, Binghamton

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 12期

关键词：

D O I：

10.1021/jo01326a023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 2-exo-hydroxy-4-azahomoadamantanes has been accomplished employing three routes. Reactions have been studied that can lead to transannular cyclizations of the cyano group in substituted bicyclo[3.3.1]-nonane-3-endo-carbonitriles. The nitrile function has been shown to participate in cyclizations under oxidizing and reducing conditions. 3-Azatricyclo[5.3.1.04, 9)undec-5-ene (16), a representative of a new heterocyclic —cage– series, has been synthesized. © 1979, American Chemical Society. All rights reserved.

引用

页码：1999 / 2004

页数：6

共 21 条

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