A Novel Synthesis of Internal Alkenyldialkylborane by the Reaction of 1-Halo-1-alkenyldialkylborane with Grignard Reagent
作者:Akira Arase、Masayuki Hoshi、Yuzuru Masuda
DOI:10.1246/bcsj.57.209
日期:1984.1
To synthesize internal alkenyldialkylboranes, coupling reactions were carried out by using 1-halo-l-alkenyldialkylboranes and Grignardreagents. Hydrogen peroxide oxidation and protonolysis with acetic acid of the reaction product revealed that internal (E)-alkenyldialkylborane was formed in 60–90% yield.
Internal alkenyldialkylboranes give regio- and stereospecifically designed 1,4-dienes or conjugated enynes, bearing a substituent at the internal alkenyl carbon atom, by a coupling reaction with allylbromide or 1-bromo-1-alkynes.