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

Full Text: HTML

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-

Related Articles:

A general and stereospecific synthesis of trans-alkenes and regiospecific synthesis of ketones via stepwise hydroboration

[Brown, Herbert C.; Basavaiah, D.; Kulkarni, Surendra U. Journal of Organic Chemistry, 1982 , vol. 47, # 19 p. 3808 - 3810]

Diels-Alder Reactions of Masked o-Benzoquinones: New Experimental Findings and a Theoretical Study of the Inverse Electron Demand Case⊥

[Pelter,A. et al. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1976 , p. 2435 - 2438]

More Articles...