A simple and effective soluble polymer-bound ligand for the asymmetric dihydroxylation of olefins: DHQD-PHAL-OPEG-OMe

被引：43
|
作者：
Kuang, YQ [1 ]
Zhang, SY [1 ]
Wei, LL [1 ]
机构：
[1] Fourth Mil Med Univ, Dept Chem, Xian 710032, Peoples R China
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 34期
基金：
中国国家自然科学基金;
关键词：
polymer-bound ligand; asymmetric dihydroxylation; 1,4-dichlorophthalazine; dihydroquinidine; polyethylene glycol monomethyl ether;
D O I：
10.1016/S0040-4039(01)01105-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of a novel soluble polymer-bound ligand DHQD-PHAL-OPEG-OMe and its application in the catalytic asymmetric dihydroxylation (AD) reaction are described. 1,4-Dichlorophthalazine was used as the coupling reagent to connect dihydroquinidine and polyethylene glycol monomethyl ether (MW = 5000, Fluka) while providing an aromatic group at the 9-O-position of dihydroquinidine. Enantiomeric excesses for trans-disubstituted olefins in the AD reaction, with K3Fe(CN)(6) as secondary oxidant, are up to 98%. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：5925 / 5927
页数：3
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