Enantioselective Addition of Phenylacetylene to Aldehydes Catalyzed by Polymer-Supported Titanium(IV) Complexes of β-Hydroxy Amides

被引：5
|
作者：
Hui, Xin-Ping [1 ]
Huang, Lu-Ning [1 ]
Li, Ya-Min [1 ]
Wang, Ren-Lin [1 ]
Xu, Peng-Fei [1 ]
机构：
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China
来源：
CHIRALITY | 2010年 / 22卷 / 03期
基金：
中国国家自然科学基金;
关键词：
enantioselective addition; polymer-supported catalyst; titanium tetraisopropoxide; diethylzinc; beta-hydroxy amide; ASYMMETRIC TRANSFER HYDROGENATION; ENANTIO-SELECTIVE ADDITION; AROMATIC-ALDEHYDES; TERMINAL ALKYNES; RECOVERABLE CATALYSTS; PROPARGYLIC ALCOHOLS; ALDOL REACTION; LIGANDS; ALKYNYLATION; KETONES;
D O I：
10.1002/chir.20749
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of polymer-supported chiral beta-hydroxy amides and C(z)-symmetric beta-hydroxy amides have been synthesized and successfully used for the enantioselective addition of phenylacetylene to aldehydes. High yields (up to 93%) and enantioselectivities (up to 92% ee) were achieved by using polymer-supported chiral hydroxy amide 4b. The resin 4b is reused four times, giving the product with enantioselectivity 80% ee. Fortunately, it is found that this heterogonous system is suitable not only for aromatic aldehydes but also aliphatic aldehyde. Chirality 22:347-354, 2010. (C) 2009 Wiley-Liss, Inc.
引用
收藏
页码：347 / 354
页数：8
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