N-Salicyl-β-aminoalcohols as a new class of ligand for catalytic asymmetric Strecker reactions

被引：36

作者：

Mansawat, W ^{[1
]}

Bhanthumnavin, W ^{[1
]}

Vilaivan, T ^{[1
]}

机构：

[1] Chulalongkorn Univ, Fac Sci, Dept Chem, Organ Synth Res Unit, Bangkok 10330, Thailand

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 19期

关键词：

catalytic asymmetric synthesis; Strecker; imines;

D O I：

10.1016/S0040-4039(03)00735-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective Strecker synthesis employing novel chiral titanium complex catalysts derived from structurally simple chiral N-salicyl-beta-amino alcohols is described. Reactions of N-benzylidenebenzylamine with trimethylsilyl cyanide in the presence of the catalyst (10 mol%) gave the corresponding alpha-aminonitrile in good to excellent yields, along with relatively high enantio selectivity (up to 86% ee). Similar reactions with various imines derived from aromatic aldehydes resulted in moderate to good enantioselectivity (44-81% ee). (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3805 / 3808

页数：4

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