Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-L-DOPA
Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-L-DOPA
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DOI：
10.1016/s0957-4166(02)00321-x
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发表时间：
2002-06-21
影响因子：
--
通讯作者：
Kirk, KL
中科院分区：
文献类型：
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作者：
Deng, WP;Wong, KA;Kirk, KL
在相转移条件下，手性甘氨酸合成子2（由市售的Oppolzer手性磺内酰胺制备）与3，4-二甲氧基苄基氯的氟化类似物的烷基化以高非对映选择性进行。Schiff碱水解、去除手性助剂和HBr脱甲基化在e. e. > 99%。(C)2002爱思唯尔科技有限公司。保留所有权利。
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.