Enantio- and diastereoselective catalytic Mannich-type reaction of a glycine Schiff base using a chiral two-center phase-transfer catalyst

被引：133

作者：

Okada, A

Shibuguchi, T

Ohshima, T ^{[1
]}

Masu, H

Yamaguchi, K

Shibasaki, M

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

[2] Tokushima Bunri Univ, Fac Pharmaceut Sci, Sanuki, Kagawa 7692193, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 29期

关键词：

amino acids; asymmetric catalysis; Mannich reaction; phase-transfer catalysis; Schiff bases;

D O I：

10.1002/anie.200500927

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Optically active α,β-diamino acids are prepared under asymmetric phase-transfer reaction conditions from a glycine Schiff base and N-protected imines with a tartrate-derived diammonium salt (TaDiAS) as the phase-transfer catalyst (see scheme; Boc = tert-butoxycarbonyl). Chemoselective deprotection of the N atoms allows straightforward transformations of the α,β-diamino acid products to be carried out. © 2005 Wiley-VCH Verlag GmbH &. Co. KGaA.

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页码：4564 / 4567

页数：4

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