Organic Chemistry Portal

Abstracts

Search:

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

Boronates, Hydroboration


ID: J42-Y2007-1860