The Journal of Organic Chemistry

A general synthesis of B-(cis-1-bromo-1-alkenyl) dialkylboranes. Valuable intermediates for the synthesis of ketones, trans alkenes and trisubstituted alkenes

HC Brown, D Basavaiah

Index: Brown, Herbert C.; Basavaiah, D. Journal of Organic Chemistry, 1982 , vol. 47, # 4 p. 754 - 756

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Citation Number: 16

Abstract

Summary: Dialkylboranes, generated in situ via hydridation of dialkylhaloboranes, hydroborate l-bromo-l-alkpes to provide cleanly B-(cis-1-bromo-1-alkeny1) dialkyl-boranes. Treatment of these intermediates with sodium methoxide results in the migration of one of the alkyl groups on boron to the adjacent carbon, displacing the bromine, providing B-(trans- 1-alkyl-1-alkenyl) alkyl-