Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 349, Issue 13, Pages 2097-2102Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200700234
Keywords
copper(II) triflate; enoxysilanes; furans; nucleophilic substitution; propargylic acetates
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A novel and efficient procedure for the synthesis of gamma-alkynyl ketones by the nucleophilic substitution of propargylic acetates with enoxysilanes in the presence of a catalytic amount of Copper(II) triflate, has been developed. The substitution reaction can be followed by a 4-toluenesulfonic acid-catalyzed cyclization without purification of the gamma-alkynyl ketone intermediates, offering a straightforward synthetic route to polysubstituted furans.
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