ALPHA-METHOXYLATION OF UNSATURATED CARBONYL-COMPOUNDS

Citation
A. Feuerer et T. Severin, ALPHA-METHOXYLATION OF UNSATURATED CARBONYL-COMPOUNDS, Journal of organic chemistry, 59(20), 1994, pp. 6026-6029
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
59
Issue
20
Year of publication
1994
Pages
6026 - 6029
Database
ISI
SICI code
0022-3263(1994)59:20<6026:AOUC>2.0.ZU;2-T
Abstract
alpha-Methoxylation of enals or enones can be performed in high yield by a simple one-pot reaction sequence: Bromination of unsaturated hydr azones, HBr-elimination, and addition of methanol leads to the formati on of beta-bromo-alpha-methoxy hydrazones (11), which after hydrolysis and HBr-elimination yields the alpha-methoxy enals or alpha-methoxy e nones (13), respectively.