Synthesis and rearrangement of 3-methyl-1,4-pentadiyne-3-ol

被引:7
作者
Buser, D [1 ]
Pauling, H [1 ]
Thum, A [1 ]
Bonrath, W [1 ]
机构
[1] Roche Vitamins Ltd, Vitamins Res & Technol Dev, CH-4070 Basel, Switzerland
关键词
alpha; beta-unsaturated carbonyl compound; alpha-alkynols; Meyer-Schuster rearrangement; perrhenate-catalysts; Mo(VI)-catalysts;
D O I
10.3390/70300341
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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-1,4,7octatriyne-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.
引用
收藏
页码:341 / 352
页数:12
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