BETA,GAMMA-UNSATURATED ALPHA-AMINO ESTER DERIVATIVES BY AMINATION OF GAMMA-SILYLATED ALPHA,BETA-UNSATURATED ESTERS

Authors
LORETO MA POMPEI F TARDELLA PA TOFANI D
Citation
Ma. Loreto et al., BETA,GAMMA-UNSATURATED ALPHA-AMINO ESTER DERIVATIVES BY AMINATION OF GAMMA-SILYLATED ALPHA,BETA-UNSATURATED ESTERS, Tetrahedron, 53(46), 1997, pp. 15853-15858
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
46
Year of publication
1997
Pages
15853 - 15858
Database
ISI
SICI code
0040-4020(1997)53:46<15853:BAEDBA>2.0.ZU;2-E
Abstract
The reactions of gamma-silylated alpha,beta-unsaturated esters 3a-e an d 6 with NsONHCO(2)Et and CaO, produce beta,gamma-unsaturated N-(ethox ycarbonyl) alpha-amino esters 4a-e and 8, isolated in 38-66 % yield, t hrough addition of (ethoxycarbonyl)aminic function on the double bond and silyl group elimination. The reactivity increases in presence of a lpha-substituents. (C) 1997 Elsevier Science Ltd.