Facile synthesis of L-Dopa tert-butyl cater by catalytic enantioselective phase-transfer alkylation

被引：77

作者：

Ooi, T

Kameda, M

Tannai, H

Maruoka, K ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

[2] Hokkaido Univ, Grad Sch Sci, Dept Chem, Sapporo, Hokkaido 0600810, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 43期

关键词：

alkylation; chiral phase-transfer catalysis; L-Dopa esters; glycine derivatives;

D O I：

10.1016/S0040-4039(00)01443-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Facile asymmetric synthesis of L-Dopa and related amino acid esters has been achieved by phase-transfer catalysis of the rationally designed C-2-symmetric chiral quaternary ammonium salts 1. The 'scale-up' experiment performed with 5.00 g of tert-butyl glycinate-benzophenone Schiff base (2) represents the practical aspect of our approach. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：8339 / 8342

页数：4

共 9 条

[1]

AHMED G, 1994, BIOTECHNOL LETT, V16, P367

[2] ESTERS OF L-DOPA - STRUCTURE-HYDROLYSIS RELATIONSHIPS AND ABILITY TO INDUCE CIRCLING BEHAVIOR IN AN EXPERIMENTAL-MODEL OF HEMIPARKINSONISM [J].