ELUCIDATION OF THE STEREOCHEMISTRY OF THE ALPHA-AMIDOALKYLATION PRODUCTS RESULTING FROM THE INTERACTION OF ALLYLTRIMETHYLSILANE WITH ELECTROPHILIC GLYCINE MENTHYL ESTER DERIVATIVES

Authors
EBELING SC
Citation
Sc. Ebeling, ELUCIDATION OF THE STEREOCHEMISTRY OF THE ALPHA-AMIDOALKYLATION PRODUCTS RESULTING FROM THE INTERACTION OF ALLYLTRIMETHYLSILANE WITH ELECTROPHILIC GLYCINE MENTHYL ESTER DERIVATIVES, Journal fur praktische Chemie, Chemiker-Zeitung, 336(4), 1994, pp. 330-332
Citations number
9
Categorie Soggetti
Chemistry,"Chemistry Applied
Journal title
Journal fur praktische Chemie, Chemiker-Zeitung → ACNP
ISSN journal
09411216
Volume
336
Issue
4
Year of publication
1994
Pages
330 - 332
Database
ISI
SICI code
0941-1216(1994)336:4<330:EOTSOT>2.0.ZU;2-2
Abstract
Alpha-Amidoalkylation of allyltrimethylsilane with (-)- and nthyl-2-(o -Chlorobenzoylamino)-2-halogenoethanoate (2, 4a and 4b) gave in the pr esence of zinc chloride. separable mixtures of the diastereomers (-)- and (+)-menthyl-2-(o-Chlorobenzoylamino)-4-pentenoate (5a, 5b and 6a, 6b). The absolute configurations of 5a, 5b and 6a, 6b were determined through conversion of 5a into S-(+)-norvaline hydrochloride.