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Wittig rearrangement of 1-[(1E)-3-(Benzyloxy)prop-1-en-1-yl]adamantane
Authors:M. V. Leonova  M. R. Baimuratov  Yu. N. Klimochkin
Affiliation:1. Samara State Technical University, ul. Molodogvardeiskaya 244, Samara, 443100, Russia
Abstract:Wittig rearrangement of an allyl benzyl ether containing an adamantane fragment has been studied. 1-[(1E)-3-(Benzyloxy)prop-1-en-1-yl]adamantane reacts with butyllithium to give [2,3]- and [1,2]-rearrangement products. The [2,3]-rearrangement product is a mixture of threo and erythro diastereoisomers, the latter prevailing.
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