STEREOSELECTIVE SYNTHESIS OF METHYL (Z)-3-IODO-2-(1-HYDROXYALKYL)PROP-2-ENOATES AND THEIR FURTHER TRANSFORMATION TO ALPHA-(Z)-IODOMETHYLENE-BETA-LACTONES

Authors
ZHANG CM LU XY
Citation
Cm. Zhang et Xy. Lu, STEREOSELECTIVE SYNTHESIS OF METHYL (Z)-3-IODO-2-(1-HYDROXYALKYL)PROP-2-ENOATES AND THEIR FURTHER TRANSFORMATION TO ALPHA-(Z)-IODOMETHYLENE-BETA-LACTONES, Synthesis, (5), 1996, pp. 586
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
5
Year of publication
1996
Database
ISI
SICI code
0039-7881(1996):5<586:SSOM(>2.0.ZU;2-U
Abstract
The tandem nucleophilic addition-aldol reaction of methyl propynoate, iodide ion, and aldehydes or ketones in the presence of ZrCl4 as the c atalyst gave methyl 3-iodo-2-(1-hydroxyalkyl)prop-2-enoates with high Z selectivity, which were further transformed to alpha-(Z)-iodomethyle ne-beta-lactones in good yield.