Methylpentanediolborane: Easy Access to New Air- and Chromatography-Stable, Highly Functionalized Vinylboronates
Nageswaran PraveenGanesh, Sylvain d'Hondt and Pierre Yves Chavant*
*Département de Chimie Moléculaire, CNRS, Université Joseph Fourier, BP-53, 38041 Grenoble Cedex 9, France, Spain, Email: Pierre-Yves.Chavantujf-grenoble.fr
N. PraveenGanesh, S. d'Hondt, P. Y. Chavant, J. Org. Chem., 2007, 72, 4510-4514.
DOI: 10.1021/jo070504g
Abstract
Methylpentanediolborane can be prepared easily by reaction of hexyleneglycol with borane dimethylsulfide or B2H6 generated from NaBH4 and I2. MPBH hydroborates stereo- and regioselectively highly functionalized alkynes. MPBH compares favorably with pinacolborane in terms of reactivity. The obtained vinylboronic esters are air- and chromatography-stable.
see article for more examples
Key Words
ID: J42-Y2007-1860