TRANSITION-METAL-CATALYZED DIASTEREOSELECTIVE ALDOL REACTIONS OF PROCHIRAL KETONES WITH METHYL ISOCYANOACETATE

Authors
SOLOSHONOK VA KACHAROV AD AVILOV DV HAYASHI T
Citation
Va. Soloshonok et al., TRANSITION-METAL-CATALYZED DIASTEREOSELECTIVE ALDOL REACTIONS OF PROCHIRAL KETONES WITH METHYL ISOCYANOACETATE, Tetrahedron letters, 37(43), 1996, pp. 7845-7848
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
43
Year of publication
1996
Pages
7845 - 7848
Database
ISI
SICI code
0040-4039(1996)37:43<7845:TDAROP>2.0.ZU;2-B
Abstract
Systematic study of the transition metal-catalyzed aldol reactions of certain prochiral ketones with methyl isocyanoacetate has been made. H igh diastereoselectivity (80-98% de) of these condensations, leading t o methyl -dihydro-5,5-(disubstituted)-4-oxazolecarboxylates was shown to be controlled by the nature of both catalyst and substituents on th e starting ketone. Copyright (C) 1996 Elsevier Science Ltd