Enantiomerically enriched (R)- and (S)-α-methylphenylalanine via asymmetric PTC C-alkylation catalysed by NOBIN

被引:69
作者
Belokon', YN
Kochetkov, KA
Churkina, TD
Ikonnikov, NS
Vyskocil, S
Kagan, HB
机构
[1] Russian Acad Sci, Inst Organoelement Cpds, Moscow 117813, Russia
[2] Charles Univ, Fac Sci, Dept Organ Chem, Prague 12840 2, Czech Republic
[3] Inst Chim Mol Orsay, Lab Synthese Asymetr, CNRS, Paris, France
[4] Univ Paris Sud, F-91405 Orsay, France
关键词
D O I
10.1016/S0957-4166(99)00185-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enantiopure 2-hydroxy-2'-amino-1,1'-binaphthyl (NOBIN) is shown to catalyse C-alkylation of aldimine Schiff's bases of alanine ester under phase-transfer catalysis conditions (solid NaOH or NaH, toluene, ambient temperature, 10% NOBIN). Using (R)-NOBIN, the final (S)-alpha-methylphenylalanine was obtained in up to 68% ee. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1723 / 1728
页数:6
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