4.4 Article

Practical regioselective synthetic method for (E)-enol ether

Journal

TETRAHEDRON LETTERS
Volume 41, Issue 23, Pages 4579-4582

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(00)00603-1

Keywords

(E)-enol ether; alpha-bromodialkylacetal; anti-elimination

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A new practical and highly regioselective synthetic method for (E)-enol ether is reported. (E)-enol ethers (E:Z = 93:7-99:1) were prepared from the corresponding enol acetates (E:Z congruent to 3:1) in two steps by bromination and anti-elimination of alpha-bromodialkylacetal via metal halogen exchange. (C) 2000 Elsevier Science Ltd. All rights reserved.

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