N-HYDROXYPYRIDINE-2-THIONE CARBAMATES .5. SYNTHESES OF ALKALOID SKELETONS BY AMINIUM CATION RADICAL CYCLIZATIONS

被引：84

作者：

NEWCOMB, M

MARQUARDT, DJ

DEEB, TM

机构：

[1] Department of Chemistry Texas A, M University College Station

来源：

TETRAHEDRON | 1990年 / 46卷 / 07期

关键词：

D O I：

10.1016/S0040-4020(01)82013-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title radical precursors (PTOC carbamates) were employed as sources of a variety of 5,6-unsaturated aminium cation radicals. 5-Exo radical cyclization followed by trapping by t-BuSH or the PTOC carbamate gave a variety of aklaloid skeletons, typically in good to excellent yields, including pyrrolidines, perhydroindoles, pyrrolizidines, tropanes, 9-azabicyclo[4.2.1]nonanes, 6-azabicyclo [3.2.1]octanes. 6-Exo and 7-endo cyclizations competed in a 6,7-unsaturated system. © 1990.

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页码：2329 / 2344

页数：16

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