A HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF 4-ALKYL THREO GLUTAMIC ACIDS

Authors
GU ZQ HESSON DP
Citation
Zq. Gu et Dp. Hesson, A HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF 4-ALKYL THREO GLUTAMIC ACIDS, Tetrahedron : asymmetry, 6(9), 1995, pp. 2101-2104
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
9
Year of publication
1995
Pages
2101 - 2104
Database
ISI
SICI code
0957-4166(1995)6:9<2101:AHDSO4>2.0.ZU;2-5
Abstract
Treatment of N-p-nitrobenzoyl L- or D-glutamic acid diester with lithi um bis(trimethylsilyl)amide generates a chelated gamma-enolate which r eacts with alkyl halides to give (2S,4S)- or (2R,4R)-4-alkylated gluta mic acid derivatives with very high diastereoselectivity.