SYNTHESIS OF (Z)-HOMOALLYLIC ALCOHOLS AND HOMOPROP-2-YNYLIC ALCOHOLS VIA PALLADIUM-CATALYZED HYDROGENOLYSIS OF PROP-2-YNYLIC CYCLIC CARBONATES

Authors
KANG SK PARK DC CHO DG CHUNG JU JUNG KY
Citation
Sk. Kang et al., SYNTHESIS OF (Z)-HOMOALLYLIC ALCOHOLS AND HOMOPROP-2-YNYLIC ALCOHOLS VIA PALLADIUM-CATALYZED HYDROGENOLYSIS OF PROP-2-YNYLIC CYCLIC CARBONATES, Journal of the Chemical Society. Perkin transactions. I, (3), 1994, pp. 237-238
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
3
Year of publication
1994
Pages
237 - 238
Database
ISI
SICI code
0300-922X(1994):3<237:SO(AAH>2.0.ZU;2-O
Abstract
The decarboxylation-hydrogenolysis of prop-2-ynylic cyclic carbonates which have an internal acetylenic bond with ammonium formate in the pr esence of a catalytic amount of [Pd(acac)(2)l and Bu(3)(n)P afforded ( Z)-homoallylic alcohols or homoprop-2-ynylic alcohols depending on the reaction conditions, however, hydrogenolysis of terminal prop-2-ynyli c cyclic carbonates gave homoallylic alcohols; using (Z)-homoallylic a lcohol 2b ass chiral synthon, the male sex pheromone of the pyralid mo th Aphomia gularis has been synthesized.