Use of organoboron halides in organic synthesis*
G.W. Kabalka, Z. Wu, and Y. Ju
Departments of Chemistry and Radiology, University
of Tennessee, Knoxville, TN 37996-1600, USA
Abstract: Several new organic transformations have been achieved
utilizing boron halide reagents. Aryl aldehydes are conveniently converted
to gem-dichloromethylbenzenes using boron trichloride. Aryl aldehydes
are alkylated by alkylboron chlorides in a Grignard-like fashion to
generate the corresponding arylalkanols or alkylboron chlorides. Aryl
aldehydes react with divinylboron halides (generated via the haloboration
of alkynes) to produce 1,5-di-halo-1,4-dienes in excellent yields.
*Lecture presented at the XIth International Meeting
on Boron Chemistry (IMEBORON XI), Moscow, Russia, 28 July - 2 August
2002. Other presentations are published in this issue,
pp. 1157-1355.
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