A short entry to alpha-substituted gamma-alkylidene pentenolides. Synthesis and preliminary biological evaluation of novel gelastatin analogues

Abstract

Biologically interesting 2-substituted 4-alkylidene pentenolides were prepared with complete control of regio- and stereoselectivity from 2-iodo allylic alcohols via an array of Pd-catalyzed processes, including alkynylation with methyl propiolate, tributyltin hydride addition and alpha-functionalization.

Keywords

• gelastatin
• 4-alkylidene pentenolides
• pyranones
• synthesis
• Pd-catalysis
• antifungal activity
• cytostatic activity