Enantioselective catalysis of carbonyl-ene and Friedel-Crafts reactions with trifluoropyruvate by 'naked' palladium(II) complexes with SEGPHOS ligands

被引:44
作者
Mikami, K [1 ]
Aikawa, K
Kainuma, S
Kawakami, Y
Saito, T
Sayo, N
Kumobayashi, H
机构
[1] Tokyo Inst Technol, Dept Appl Chem, Meguro Ku, Tokyo 1528552, Japan
[2] Takasago Int Co, Fine & Aroma Chem Inst, Kanagawa 2540073, Japan
关键词
D O I
10.1016/j.tetasy.2004.10.022
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral dicationic SEGPHOS-Pd(II) complex gives high chemical yield, (E)-olefin selectivity, anti-diastereoselectivity, along with high enantioselectivity even with less reactive mono- and 1,2-disubstituted olefins in this much less reactive ketone-ene reactions. The high levels of enantioselectivity not only in carbonyl-ene but also in Friedel-Crafts reactions stem from the effective shielding with diphenyl groups on phosphines caused by the narrow dihedral angle of metal complexes with SEGPHOS. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3885 / 3889
页数:5
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