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Synlett 1996; 1996(4): 377-379
DOI: 10.1055/s-1996-5410
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Radical Reactions in Organoboron Chemistry. III -Addition Reactions to Alkynylboranes as Efficient Routes to New Regio- and Stereodefined Alkenyl Diamino- and Dialkoxyboranes

Frédéric Lhermitte, Bertrand Carboni*
  • *Groupe de Recherche de Physicochimie Structurale, URA CNRS 704, Université de Rennes 1, Avenue du Général Leclerc, 35042 Rennes Cedex, France, FAX: (33) 99 28 67 47
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Publication Date:
31 December 2000 (online)

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Functionalized alkenyl diamino- and dialkoxyboranes were produced regio- and stereoselectively through addition of heteroatom-centered radicals to the corresponding alkynes. The synthetic utility of these reactions was illustrated by the preparation of stereodefined Z- or E-alkenylboronic esters via palladium-catalyzed cross-coupling of the stannylated derivatives.

Alkynylborane - radical addition - alkenylboronic ester - alkenylstannanes