High-pressure approach to the synthesis of novel chiral cryptands derived from methyl 4,6-O-benzylidene-α-D-manno-, -α-D-galacto-, and -α-D-gluco-pyranoside

Abstract

Diaza crown ethers derived from sugars react under high pressure with bis-(2-iodoethyl) ether to give the quaternary salts in quantitative yield and their subsequent demethylation with triphenylphosphine affords chiral cryptands in high yield.