A novel stereoselective synthesis of N-heterocycles by intramolecular hydrovinylation

被引：13

作者：

Bothe, U ^{[1
]}

Rudbeck, HC ^{[1
]}

Tanner, D ^{[1
]}

Johannsen, M ^{[1
]}

机构：

[1] Tech Univ Denmark, Dept Chem, DK-2800 Lyngby, Denmark

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / Royal Society of Chemistry卷 / 24期

关键词：

D O I：

10.1039/b108310d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel method for the synthesis of bicyclic amines has been developed. Cyclisation of 1,6-dienes by intramolecular hydrovinylation in the presence of catalytic amounts of allylpalladium chloride dimer afforded bicyclic amines in one step. Added phosphines, silver salts, as well as the nature of the N-protecting group influenced the yield and selectivity of the reactions. Most strikingly, intramolecular hydrovinylation allowed the preparation of diastereomerically pure bicyclic amines as e.g. hexahydroindoles 2a-2d.

引用

页码：3305 / 3311

页数：7

共 32 条

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