Enantioselective Gold(I)-Catalyzed Intramolecular (4+3) Cycloadditions of Allenedienes

被引:80
作者
Alonso, Isaac [2 ,3 ]
Faustino, Helio [2 ,3 ]
Lopez, Fernando [1 ]
Mascarenas, Jose L. [2 ,3 ]
机构
[1] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
[2] Univ Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol, Dept Quim Organ, Santiago De Compostela 15782, Spain
[3] Univ Santiago de Compostela, CSIC, Unidad Asociada, Santiago De Compostela 15782, Spain
关键词
allenes; cycloaddition; enantioselectivity; gold; homogeneous catalysis; STABILIZED OXYALLYL CATIONS; GOLD CATALYSIS; DIENES; 4C+3C;
D O I
10.1002/anie.201105815
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Allene-tethered dienes (1) undergo an intramolecular and highly enantioselective (4+3) cycloaddition when treated with suitable chiral phosphoramidite/gold(I) catalysts (see scheme; Ar=9-anthracenyl). The reactions provide synthetically relevant [5.3.0] and [5.4.0] fused bicyclic systems 2 with good yields, complete diastereocontrol, and excellent enantioselectivities. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:11496 / 11500
页数:5
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