An alkoxide-directed intermolecular [2+2+1] annulation:: A three-component coupling reaction for the synthesis of tetrasubstituted α,β,-unsaturated γ-lactams

被引：47

作者：

McLaughlin, Martin ^{[1
]}

Takahashi, Masayuki ^{[1
]}

Micalizio, Glenn C. ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 21期

关键词：

alkynes; carbometalation; cross-coupling; imines; titanium;

D O I：

10.1002/anie.200605060

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) In full control: A regio- and stereoselective cross-coupling reaction between internal alkynes and imines that provides selective access to allylic amines and γ-lactams has been developed (see scheme). This intermolecular [2+2+1] process could be described as an alkoxide-directed aza-Pauson-Khand-like annulation. The alkyne can tolerate a wide range of substituents R3. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3912 / 3914

页数：3

共 29 条

[1]

BARLUENGA J, 1981, SYNTHESIS-STUTTGART, P200

[2] ZIRCONOCENE COMPLEXES OF IMINES - GENERAL-SYNTHESIS, STRUCTURE, REACTIVITY, AND INSITU GENERATION TO PREPARE GEOMETRICALLY PURE ALLYLIC AMINES [J].