Enantioselective Construction of α-Quaternary Cyclobutanones by Catalytic Asymmetric Allylic Alkylation

被引：74
|
作者：
Reeves, Corey M. [1 ]
Eidamshaus, Christian [1 ]
Kim, Jimin [1 ]
Stoltz, Brian M. [1 ]
机构：
[1] CALTECH, Warren & Katharine Schlinger Lab Chem & Chem Engn, Div Chem & Chem Engn, Pasadena, CA 91125 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 26期
关键词：
allylic alkylation; asymmetric catalysis; cyclobutanone; palladium; quaternary center; ADDITION/RING-OPENING REACTION; DONOR-ACCEPTOR CYCLOBUTANES; FORMAL 4+2 CYCLOADDITION; C-C BOND; RING EXPANSION; BREAKING; STRAIN; ACIDS;
D O I：
10.1002/anie.201301815
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
No strain, no gain! The first transition metal-catalyzed enantioselective α-alkylation of cyclobutanones is reported. This method employs palladium catalysis and an electron-deficient PHOX-type ligand to afford all-carbon α-quaternary cyclobutanones in good to excellent yields and enantioselectivities (see scheme). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：6718 / 6721
页数：4
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