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ChemInform Abstract: Stereoselective Dehalogenation of (Z)-1-Halo-1-alkenyldialkylborane with Tributyltin Hydride: The Behavior of Tributyltin Hydride as a Hydride Donor.

✍ Scribed by M. HOSHI; K. TAKAHATA; A. ARASE

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199720056

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✦ Synopsis

Stereoselective Dehalogenation of (Z)-1-Halo-1-alkenyldialkylborane with Tributyltin Hydride: The Behavior of Tributyltin Hydride as a Hydride Donor.

-While the dehalogenation of the alkylboranes (Ia) and (Ib) leads stereoselectively to the corresponding (E)-alkenes, the change of bulkiness of the dialkylboryl group in (V) converts the stereoselectivity completely. In addition, the use of air in the reaction of (VIII) increases the stereoselectivity caused by inhibition of a radical mechanism. -(HOSHI, M.;

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