Intramolecular Schmidt Reaction Involving Primary Azidoalcohols under Nonacidic Conditions: Synthesis of Indolizidine (-)-167B

被引：70

作者：

Kapat, Ajoy ^{[1
]}

Nyfeler, Erich ^{[1
]}

Giuffredi, Guy T. ^{[1
]}

Renaud, Philippe ^{[1
]}

机构：

[1] Univ Bern, Dept Chem & Biochem, CH-3012 Bern, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 49期

基金：

瑞士国家科学基金会;

关键词：

(-)-INDOLIZIDINE 167B; RADICAL CARBOAZIDATION; AZIDES; ROUTE; CONSTRUCTION; CARBOCATION; CYCLIZATION; ALKALOIDS; ALKENES;

D O I：

10.1021/ja908933s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A powerful intramolecular Schmidt reaction starting from primary azidoalcohols is reported. This approach involves a nonacidic activation of the alcohol via triflation. The synthetic potential offered by the mild reaction conditions is demonstrated by a highly selective synthesis of (-)-indolizidine 167B. © 2009 American Chemical Society.

引用

页码：17746 / 17747

页数：2

共 34 条

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