Acid-Catalyzed Direct Conjugate Alkenylation of α,β-Unsaturated Ketones

被引：23
|
作者：
Okamoto, Kazuhiro [1 ]
Tamura, Eisuke [1 ]
Ohe, Kouichi [1 ]
机构：
[1] Kyoto Univ, Dept Energy & Hydrocarbon Chem, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 40期
关键词：
conjugate addition; homogeneous catalysis; Lewis acid; silicon; synthetic methods; GAMMA-SILICON STABILIZATION; ASYMMETRIC-SYNTHESIS; MEDIATED CARBOCYCLIZATION; PHENYLDIMETHYLSILYL GROUP; CARBONIUM-IONS; ALPHA; ALLYLSILANES; ALKENES; OLEFINS; TRIMETHYLSILYL;
D O I：
10.1002/anie.201305188
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
New tricks, old reaction: The title reaction proceeds under mild and transition-metal-free conditions (see scheme; Tf=trifluoromethanesulfonyl). Various combinations of substrates are applicable to the synthesis of γ,δ-unsaturated ketones by employing silicon substituents at the β-position of the enones. The silicon substituents play a key role in stabilization of the cationic intermediate by hyperconjugation. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：10639 / 10643
页数：5
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