Synthesis and Rearrangement of 3-Methyl-1, 4-pentadiyne-3-ol

D Buser, H Pauling, A Thum, W Bonrath

Index: Buser, Dominik; Pauling, Horst; Thum, Andreas; Bonrath, Werner Molecules, 2002 , vol. 7, # 3 p. 341 - 352

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Citation Number: 9

Abstract

Abstract: An efficient synthesis and rearrangement of 3-methyl-1, 4-pentadiyne-3-ol (1) using perrhenate-and Mo (VI)-catalysts is reported. The by-products 3, 6-dimethyl-1, 4, 7-octatriyne- 3, 6-diol (2) and 3-ethynyl-5-methyl-1, 6-heptadiyne-3, 5-diol (3) were isolated and spectroscopically characterized. A possible reaction mechanism for the formation of the by- products is discussed.