Vinylic organoboranes. 9. A general stereospecific synthesis of (Z)-and (E)-disubstituted alkenes via organoboranes
HC Brown, D Basavaiah, SU Kulkarni…
Index: Brown, Herbert C.; Basavaiah, Deevi; Kulkarni, Surendra U.; Bhat, Narayan G.; Prasad, J. V. N. Vara Journal of Organic Chemistry, 1988 , vol. 53, # 2 p. 239 - 246
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Citation Number: 20
Abstract
A general and stereospecific synthesis of (2)-disubstituted alkenes using mono-and dihaloboranes is presented. The hydridation of dialkylhaloboranes in the presence of 1- alkynes provides the corresponding dialkylvinylboranes (l), representing the first general synthesis of such derivatives. Treatment with iodine in the presence of sodium methoxide induces the migration of one of the alkyl groups from boron to the adjacent carbon, ...
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