Gold(I)-Catalyzed Cascade Cycloadditions between Allenamides and Carbonyl-Tethered Alkenes: An Enantioselective Approach to Oxa-Bridged Medium-Sized Carbocycles

被引：98
作者：
Faustino, Helio [1 ,2 ]
Alonso, Isaac [1 ,2 ]
Mascarenas, Jose L. [1 ,2 ]
Lopez, Fernando [1 ,2 ,3 ]
机构：
[1] Univ Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
[2] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain
[3] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 25期
关键词：
annulation; cascade reactions; homogeneous catalysis; enantioselective; gold; GOLD-CATALYZED CYCLOADDITION; 9-MEMBERED CARBOCYCLES; RING-CLOSURE; CONSTRUCTION; ALLENEDIENES; COMBINATION; 1,6-ENYNES; ACCESS; 4C+3C;
D O I：
10.1002/anie.201302713
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Gold standard: Allenamides react with aldehydes or ketones having γ, δ, or ε alkenyl groups, upon activation with suitable gold catalysts, to provide oxa-bridged systems containing seven- to nine-membered carbocycles, in a formal cascade cycloaddition. By using chiral phosphoramidite/gold or bisphosphine/gold catalysts it is possible to obtain the oxa-bridged seven- and eight-membered rings with good to high enantioselectivity. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：6526 / 6530
页数：5
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