Convergent Synthesis of Stereodefined exo-Alkylidene-γ-Lactams from β-Halo Allylic Alcohols

被引：18

作者：

Umemura, Shuhei ^{[1
]}

McLaughlin, Martin ^{[1
]}

Micalizio, Glenn C. ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, Jupiter, FL 33458 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 23期

基金：

美国国家卫生研究院;

关键词：

SATURATED NITROGEN-HETEROCYCLES; STEREOSELECTIVE-SYNTHESIS; SUBSTITUTED 1,4-DIENES; ALKYLATION; CHEMISTRY; IMINES;

D O I：

10.1021/ol9022134

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convergent process for the assembly of stereodefined mono- and bicyclic exo-alkylidene-gamma-lactams is described that proceeds through the union of beta-halo allylic alcohols, aromatic imines, and CO. Overall, regio- and stereoselective Ti-mediated reductive cross-coupling, followed by Pd-catalyzed carbonylation, can be performed in a one- or two-pot procedure, defining a highly selective three-component coupling process for heterocycle synthesis.

引用

页码：5402 / 5405

页数：4

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