Methylpentanediolborane: easy access to new air- and chromatography-stable, highly functionalized vinylboronates.
Methylpentanediolborane (MPBH) 1 can be prepared easily by reaction of hexyleneglycol with BH3/DMS or B2H6 generated from NaBH4 and I2. MPBH hydroborates stereo- and regioselectively highly functionalized alkynes, including propargyl bromide and propionaldehyde acetal. MPBH compares favorably with pinacolborane in terms of reactivity. The obtained vinylboronic esters are air- and chromatography-stable.
PraveenGanesh
Nageswaran
N
Département de Chimie Moléculaire, CNRS, Université Joseph Fourier, BP-53, 38041 Grenoble Cedex 9, France.
d'Hondt
Sylvain
S
Chavant
Pierre Yves
PY