ASYMMETRIC-SYNTHESIS .33. DIASTEREOSELECTIVE ALKYLATION OF N,N-SUBSTITUTED AMIDES

Authors
MICOUIN L SCHANEN V RICHE C CHIARONI A QUIRION JC HUSSON HP
Citation
L. Micouin et al., ASYMMETRIC-SYNTHESIS .33. DIASTEREOSELECTIVE ALKYLATION OF N,N-SUBSTITUTED AMIDES, Tetrahedron letters, 35(39), 1994, pp. 7223-7226
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
39
Year of publication
1994
Pages
7223 - 7226
Database
ISI
SICI code
0040-4039(1994)35:39<7223:A.DAON>2.0.ZU;2-K
Abstract
A series of alpha-substituted amides 3 and 7-9 has been synthesized in enantiometrically pure form by diastereoselective alkylation of N-alk yl phenglyglycinol amides 2 and 4-6 respectively. A rigid amide enolat e has been postulated to explain the observed diastereoselectivity.