Journal
TETRAHEDRON
Volume 56, Issue 32, Pages 5877-5883Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(00)00539-1
Keywords
dianhydrohexitols; microwaves; phase transfer catalysis (PTC); O-alkylation
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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.
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