Synthesis of 4a-carba-α-d-lyxofuranose from 2,3-O-isopropylidene-l-erythruronolactone via Tebbe-mediated cascade reaction

Abstract

A new, efficient and highly diastereoselective approach for the synthesis of 1,2,3,5-tetraacetylcarba-α-D-lyxofuranose14 from D-ribose is reported via one-pot conversion of 5 to 1 using Tebbe reagent which involves a cascade reaction sequence of methylenation, cleavage of isopropyl group, carbocyclization and again methylenation.