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
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
收藏
页码:8339 / 8342
页数:4
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