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In situ formation of alkenyl- and alkynylboranes for Diels—Alder reactions by boron—silicon exchange with alkenyl- and alkynylsilanes

Authors
Journal
Journal of Organometallic Chemistry
0022-328X
Publisher
Elsevier
Publication Date
Volume
544
Issue
2
Identifiers
DOI: 10.1016/s0022-328x(97)00001-6
Keywords
  • Boron
  • Silicon
  • Diels—Alder Reactions

Abstract

Abstract A variety of alkenylsilanes underwent transmetallation with BBr 3 to afford the corresponding alkenyldibromoboranes in solution. Similarly, the transmetallation of alkynylsilanes with BCl 3 afforded alkynyldichloroboranes. A number of the alkenyl- and alkynylboranes are novel and useful Diels—Alder dienophiles. An ionic mechanism for the transmetallation is proposed.

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