The direct catalytic enantioselective synthesis of protected aryl β-hydroxy-α-amino acids

被引：88

作者：

Willis, MC ^{[1
]}

Cutting, GA

Piccio, VJD

Durbin, MJ

John, MP

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[2] GlaxoSmithKline Med Res Ctr, Chem Dev Div, Stevenage SG1 2NY, Herts, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 10期

关键词：

aldol reaction; amino acids; asymmetric catalysis; Lewis acids; magnesium;

D O I：

10.1002/anie.200462125

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The combination of three reagents-a tridentate pybox ligand (pybox = pyridine bis(oxazoline)), magnesium perchlorate, and Hünig base (iPr 2EtN)-allows the catalytic generation of a chiral glycine enolate from 1 that undergoes highly enantioselective addition to a range of aryl aldehydes 2. The protected aryl β-hydroxy-α-amino acid products obtained include a protected version of one of the aryl serine units present in the glycopeptide antibiotic vancomycin. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1543 / 1545

页数：3

共 36 条

[1] IRON-BINDING COMPOUNDS OF MYCOBACTERIUM-AVIUM, MYCOBACTERIUM-INTRACELLULARE, MYCOBACTERIUM-SCROFULACEUM, AND MYCOBACTIN-DEPENDENT MYCOBACTERIUM-PARATUBERCULOSIS AND MYCOBACTERIUM-AVIUM [J].