SYNTHESIS OF GAMMA-FLUORO-ALPHA-METHYL-ALPHA-AMINO ACIDS - A NEW ALKYLATION PROCEDURE FOR ESTER IMINES

Authors
HAUFE G LAUE KW TRILLER MU TAKEUCHI Y SHIBATA N
Citation
G. Haufe et al., SYNTHESIS OF GAMMA-FLUORO-ALPHA-METHYL-ALPHA-AMINO ACIDS - A NEW ALKYLATION PROCEDURE FOR ESTER IMINES, Tetrahedron, 54(22), 1998, pp. 5929-5938
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
22
Year of publication
1998
Pages
5929 - 5938
Database
ISI
SICI code
0040-4020(1998)54:22<5929:SOGA-A>2.0.ZU;2-Z
Abstract
Deprotonation of alanine ester imines with KO'Bu in DMSO or DMF and al kylation of the formed enolates with several 2-fluoroalkyl halogenides 2 and subsequent hydrolysis of the imino and the ester groups are pre sented as an efficient three-step sequence fbr the synthesis of racemi c title compounds 5. (C) 1998 Elsevier Science Ltd. All rights reserve d.