HYDROCYANATION OF SOME ALPHA,BETA-UNSATURATED KETONES, AND THE SYNTHESIS OF SOME UNUSUAL ISOXAZOLES

Authors
COCKER W GRAYSON DH SHANNON PVR
Citation
W. Cocker et al., HYDROCYANATION OF SOME ALPHA,BETA-UNSATURATED KETONES, AND THE SYNTHESIS OF SOME UNUSUAL ISOXAZOLES, Journal of the Chemical Society. Perkin transactions. I, (9), 1995, pp. 1153-1162
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
9
Year of publication
1995
Pages
1153 - 1162
Database
ISI
SICI code
0300-922X(1995):9<1153:HOSAKA>2.0.ZU;2-O
Abstract
beta-Cyano-alpha-methylcycloalkanones are regiospecifically nitrosated at the cc-position by pentyl nitrite in methanolic sodium methoxide t o give fused isoxazolo-lactams via a pathway probably involving sequen tial cycloalkanone cleavage, isoxazole formation and lactamisation. Th e chemistry of some new compounds derived from the hydrocyanation prod ucts of (-)-carvone is described.