Sequential Five-Component Construction of the Cyclopenta[e][1,3]oxazine Skeleton using Stable 2-Azetine Derivatives

被引：26
作者：
Barluenga, Jose [1 ]
Gomez, Aranzazu [1 ]
Santamaria, Javier [1 ]
Tomas, Miguel [1 ]
机构：
[1] Univ Oviedo, Unidad Asociada CSIC, Inst Univ Quim Organomet E Moles, E-33006 Oviedo, Spain
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 07期
关键词：
alkynes; azetines; carbenes; heterocycles; regioselectivity; FISCHER CARBENE COMPLEXES; CHEMICAL MULTITALENTS; CYCLOADDITION; IMINES; AZETIDINES; ENTRY;
D O I：
10.1002/anie.200906357
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Hawaii Five-Oxazine: The sequential onepot reaction of a methoxy-stabilized carbene with an acetylide and an imine provides stable, metal-carbene-containing 2-azetines. Subsequent mild treatment with an alkyne affords a regioselective, three-component cyclization route to fully substituted fused 1,3-oxazines. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：1306 / 1308
页数：3
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