Synthesis of (Z)-homoallylic alcohols and homoprop-2-ynylic alcohols via palladium-catalysed hydrogenolysis of prop-2-ynylic cyclic carbonates
作者:Suk-Ku Kang、Dong-Chul Park、Dong-Gyu Cho、Jea-Uk Chung、Kyung-Yun Jung
DOI:10.1039/p19940000237
日期:——
The decarboxylation-hydrogenolysis of prop-2-ynylic cyclic carbonates which have an internal acetylenic bond with ammonium formate in the presence 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-ynylic cyclic carbonates gave homoallylic alcohols; using (Z)-homoallylic alcohol 2b ass chiral synthon, the male sex pheromone of the pyralid moth Aphomia gularis has been synthesized.