Direct Asymmetric α-Allylation of Aldehydes with Simple Allylic Alcohols Enabled by the Concerted Action of Three Different Catalysts

被引:268
作者
Jiang, Gaoxi [1 ]
List, Benjamin [1 ]
机构
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
关键词
allylation; allylic alcohol; chiral counteranions; palladium; phosphates; TRANSITION-METAL CATALYSIS; DEHYDRATIVE ALLYLATION; PALLADIUM; ALKYLATION; ACID; SUBSTITUTION; EPOXIDATION; CONVERSION; LIGANDS; REGIO;
D O I
10.1002/anie.201103263
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Triple catalysis: The title reaction between α-branched aldehydes and allylic alcohols, which generates all-carbon quaternary stereogenic centers, constitutes the first asymmetric Tsuji-Trost-type α-allylation of carbonyl compounds with allylic alcohol (see scheme). This reaction is catalyzed by three different species, [Pd(PPh3)4], the chiral Brønsted acid TRIP, and benzhydryl amine. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9471 / 9474
页数:4
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