Enantioselective alkylation of alanine-derived imines using quaternary ammonium catalysts.

Authors
Lygo, B Crosby, J Peterson, JA
Citation
B. Lygo et al., Enantioselective alkylation of alanine-derived imines using quaternary ammonium catalysts., TETRAHEDR L, 40(49), 1999, pp. 8671-8674
Citations number
30
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
49
Year of publication
1999
Pages
8671 - 8674
Database
ISI
SICI code
0040-4039(199912)40:49<8671:EAOAIU>2.0.ZU;2-R
Abstract
Application of N-anthracenylmethyl dihydrocinchonidinium bromide as a catal yst for the enantioselective alkylation of a series of alanine-derived imin es is reported. Using solid K2CO3/KOH as the stochiometric base such alkyla tions can be achieved with enantiomeric excesses up to 87% allowing rapid a ccess to alpha,alpha-dialkyl-alpha-amino acid esters. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.