Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-L-DOPA

被引：14

作者：

Deng, WP ^{[1
]}

Wong, KA ^{[1
]}

Kirk, KL ^{[1
]}

机构：

[1] NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA

来源：

TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 11期

关键词：

D O I：

10.1016/S0957-4166(02)00321-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Alkylation under phase transfer conditions of the chiral glycine synthon 2 (prepared from the commercially available Oppolzer chiral sultam) with fluorinated analogues of 3,4-dimethoxybenzyl chloride proceeded with high diastereoselectivity. Hydrolysis of the Schiff base, removal of the chiral auxiliary and HBr demethylation produced 2-, 5-, 6-fluoro- and 2,6-difluoro-L-DOPA in e.e. of >99%. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：1135 / 1140

页数：6

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