Synthesis of acyltrifluoroborates.

Org Lett

Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology (ETH) Zürich, Wolfgang Pauli Strasse 10, 8093 Zurich, Switzerland.

Published: April 2012

Acylboranes are among the most elusive boron-containing organic functional groups, a fact that has impeded development of new reactions employing them as substrates. A new synthesis of acyltrifluoroborates from benzotriazole (Bt)-based N,O-acetals has been developed. Two other routes provide acyltrifluoroborates containing alcohols, aldehydes, and carbamates. The ketone-like reactivity of the acyltrifluoroborate functional group is demonstrated, and the first X-ray structure of an acyltrifluoroborate is reported.

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http://dx.doi.org/10.1021/ol300668mDOI Listing

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