Superior chiral retention with lithium amide in cyanomethylation of N,N-dibenzyl L-phenylalanine benzyl ester

Citation
Sj. Chang et Tl. Stuk, Superior chiral retention with lithium amide in cyanomethylation of N,N-dibenzyl L-phenylalanine benzyl ester, SYN COMMUN, 30(5), 2000, pp. 955-961
Citations number
6
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
5
Year of publication
2000
Pages
955 - 961
Database
ISI
SICI code
0039-7911(2000)30:5<955:SCRWLA>2.0.ZU;2-E
Abstract
Lithium amide is shown to give better retention of chirality over sodium am ide in the nucleophilic addition of acetonitrile to N,N-dibenzyl L-phenylal anine benzyl ester. Solvent effect is obvious in the case of sodium amide.