Polystyrene-supported amino alcohol ligands for the heterogeneous asymmetric addition of phenyl zinc reagents to aldehydes

被引：26

作者：

Castellnou, D

Fontes, M

Jimeno, C

Font, D

Solà, L

Verdaguer, X

Pericàs, MA

机构：

[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

[2] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain

来源：

TETRAHEDRON | 2005年 / 61卷 / 51期

关键词：

heterogenous reaction; ligand immobilization; enantioselective synthesis; aldehyde arylation;

D O I：

10.1016/j.tet.2005.07.112

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A family of polystyrene-supported amino alcohols, characterized by a high catalytic activity in alkyl transfer from zinc to formyl groups has been successfully tested in the enantioselective addition of phenyl zinc reagents to aldehydes to afford chiral diarylmethanols. Enantioselectivities higher than 90% (mean ee 90.5%; eight examples) are recorded with aromatic aldehydes in what represents the first successful use of heterogeneous, polymeric reagents for enantiocontrol in the phenylation of aldehydes. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：12111 / 12120

页数：10

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