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Synthesis 1997; 1997(9): 1056-1060
DOI: 10.1055/s-1997-1313
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Facile Addition of Poorly Nucleophilic Alcohols to Unactivated Alkenes

Dale F. Shellhamer*
  • *Department of Chemistry, Point Loma Nazarene College, San Diego, California 92106 USA
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Publication Date:
31 December 2000 (online)

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Electronegative substituted (polyfluorinated and polynitroaliphatic), poorly nucleophilic alcohols are efficiently added to model alkenes norbornene, cyclohexene, hex-1-ene, and hex-3-ene under mild conditions by the use of boron trifluoride-diethyl ether complex catalyst, forming the corresponding ethers.

Boron trifluoride-diethyl ether complex catalyzes the addition of electronegative alcohols to "unactivated" alkenes