SYNTHESIS AND STEREOCHEMISTRY OF OMEGA-AZOLYLALKENES

omega-Azolylalkenes 3, 4, and 5 were synthesized by N-alkylation or C- alkylation of omega-bromoalkenes 2, which were obtained either by phas e transfer Wittig reactions of omega-bromoalkylphosphonium salts 1 wit h aldehydes or by Wittig reactions of omega-hydroxyalkylphosphonium sa lts 6 with aldehydes and subsequent bromination. omega-Azolylalkenes 3 were also directly prepared by the Wittig reaction of omega-azolylalk yltriphenylphosphonium salts 8 with aromatic aldehydes. The stereochem istry of these Wittig reactions tvas studied. (C) 1997 John Wiley & So ns, Inc.