APPLICATION OF THE EVANS AZIRIDINATION PROCEDURE TO 2-SUBSTITUTED ACRYLATES AND CINNAMATES - AN EXPEDIENT ROUTE TO ALPHA-SUBSTITUTED ALPHA-AMINO AND BETA-AMINO ACIDS

Authors
DAUBAN P DODD RH
Citation
P. Dauban et Rh. Dodd, APPLICATION OF THE EVANS AZIRIDINATION PROCEDURE TO 2-SUBSTITUTED ACRYLATES AND CINNAMATES - AN EXPEDIENT ROUTE TO ALPHA-SUBSTITUTED ALPHA-AMINO AND BETA-AMINO ACIDS, Tetrahedron letters, 39(32), 1998, pp. 5739-5742
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
32
Year of publication
1998
Pages
5739 - 5742
Database
ISI
SICI code
0040-4039(1998)39:32<5739:AOTEAP>2.0.ZU;2-X
Abstract
Reaction of the title compounds with Phl=NSO2Ar (Ar = p-tolyl or p-nit rophenyl) in the presence of catalytic copper (II) triflate in acetoni trile gave the corresponding 2 and/or 3-substituted aziridine-2-carbox ylates in generally; good yields. The latter, on reaction with nucleop hiles, gave alpha-substituted alpha- or beta-amino acids depending on the pattern of substitution on the aziridine ring. (C) 1998 Elsevier S cience Ltd. All rights reserved.