Synthesis of allenes by nickel-catalyzed Grignard reactions with silylpropargyl alcohols

E Wenkert, MH Leftin, EL Michelotti

文献索引：Wenkert, Ernest; Leftin, Michael H.; Michelotti, Enrique L. Journal of Organic Chemistry, 1985 , vol. 50, # 7 p. 1122 - 1124

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被引用次数: 16

摘要

Whereas all above reactions had yielded compounds of structure type C (Scheme I), the reduction3" of alcohol 3 followed a pathway to a product of structure type A. 6 Thus a reaction of carbinol 3 with isopropylmagnesium bromide in the presence of bis (tripheny1phosphino) nickel dichloride,[(C, H,), P], NiCl,,'gave the allyl alcohol 5a in 92% yield. The reaction was exceedingly slow, causing isomerization of the double bond.% ...