STEREOSELECTIVE SYNTHESIS OF 5-ALKOXYCARB ONYL-4-ALKYL-2-AMINO-3-CYANO-6-METHYL-4H-PYRANS VIA MICHAEL ADDITION ON GAMMA-STEREOGENIC ACCEPTORS

Authors
MARTINEZGRAU A JIMENEZ B MARTIN N SEOANE C MARCO JL
Citation
A. Martinezgrau et al., STEREOSELECTIVE SYNTHESIS OF 5-ALKOXYCARB ONYL-4-ALKYL-2-AMINO-3-CYANO-6-METHYL-4H-PYRANS VIA MICHAEL ADDITION ON GAMMA-STEREOGENIC ACCEPTORS, Anales de quimica, 90(7-8), 1994, pp. 452-456
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Anales de quimica → ACNP
ISSN journal
11302283
Volume
90
Issue
7-8
Year of publication
1994
Pages
452 - 456
Database
ISI
SICI code
1130-2283(1994)90:7-8<452:SSO5O>2.0.ZU;2-D
Abstract
The stereoselective synthesis of arbonyl-4-alkyl-2-amino-3-cyano-6-met hyl-4H-pyrans 3 via asymmetric Michael addition of malononitrile to ga mma-stereogenic alpha-acetylacrylates 2 obtained by Knoevenagel reacti on of acetylacetates to quiral alpha-hydroxyaldehydes 1 is described. The resulting 2-amino-4H-pyrans 3 have been obtained in moderate yield and good diastereoselectivity.