Synthesis of new diols derived from dianhydrohexitols ethers under microwave-assisted phase transfer catalysis

Alkylation of mono-benzylated isosorbide and isomannide was performed under microwave assisted phase transfer catalysis (PTC). A small amount of solvent was necessary to provide good yields (90-96%) within 15 min. In order to minimize the competitive elimination, halide leaving group was changed to tosylate as competitive S(N)2-E2 processes were involved. After removal of benzyl moiety by hydrogenation, a series of new diols fi om dianhydrohexitols were thus prepared. (C) 2000 Elsevier Science Ltd. All rights reserved.