DIELS-ALDER ADDITIONS OF 1,3-DIENES TO PROPARGYLIC ALCOHOLS CATALYZED BY THE WILKINSONS CATALYST

被引：2
|
作者：
DOLOR, RZ [1 ]
VOGEL, P [1 ]
机构：
[1] UNIV LAUSANNE,CHIM SECT,2 RUE BARRE,CH-1005 LAUSANNE,SWITZERLAND
来源：
JOURNAL OF MOLECULAR CATALYSIS | 1990年 / 60卷 / 01期
关键词：
D O I：
10.1016/0304-5102(90)85067-R
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The Wilkinson's catalyst (Rh(Ph3P)3Cl) was found to catalyze Diels-Alder reactions of propynol (1a), but-3-yn-2-ol (1b), 2-methylbut-3-yn-2-ol (1c), but-2-yn-1,4-diol (1d) and hept-6-en-3-yn-2-ol (1e) to 2,3-dimethylbutadiene, giving mixtures of the corresponding cyclohexa-1,4-dienes and benzylic alcohols. The solvent played a decisive role in the success of the cycloadditions, the best results being observed with CF3CH2OH. Under these conditions, isoprene added to 1a with a slight para regioselectivity gave a 3:4 mixture of 5-methylcyclohexa-1,4-diene-1-methanol (6) and 4-methylcyclohexa-1, 4-diene-1-methanol (7). © 1990.
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页码：59 / 63
页数：5
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