Phosphine-mediated reductive condensation of gamma-acyloxy butynoates: a diversity oriented strategy for the construction of substituted furans.
Exposure of gamma-acyloxy butynoates to stoichiometric quantities of triphenylphosphine results in reductive condensation to afford substituted furans, by way of allenic ester intermediates. As gamma-acyloxy butynoates are readily obtained through condensation of ethyl propiolate with aldehydes followed by acylation, this method represents a powerful and mechanistically novel protocol for the convergent three-component construction of substituted furans.
Jung
Cheol-Kyu
CK
Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas, USA.
Wang
Jian-Cheng
JC
Krische
Michael J
MJ