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Methylpentanediolborane: Easy Access to New Air- and Chromatography-Stable, Highly Functionalized Vinylboronates.

Methylpentanediolborane (MPBH) (1) can be prepd. 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 chromatog.-stable. [on SciFinder(R)]

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Titre: Methylpentanediolborane: Easy Access to New Air- and Chromatography-Stable, Highly Functionalized Vinylboronates.
Type de publication: Article de revue
Année de publication: 2007
Auteurs: PraveenGanesh, Nageswaran, D'Hondt Sylvain, and Chavant Pierre-Yves
Revue: J. Org. Chem.
Volume: 72
Pagination: 4510–4514
ISSN: 0022-3263
Mots-clés: hydroboration regioselective stereoselective alkyne methylpentanediolborane safety diborane dihydrogen gas toxic pyrophoric methylpentanediolborane prepn vinyl boronate prepn
DOI: 10.1021/jo070504g

Soumis le 12 avril 2018

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Methylpentanediolborane: Easy Access to New Air- and Chromatography-Stable, Highly Functionalized Vinylboronates.

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