Claisen-type condensation of vinylogous acyl triflates.
[reaction: see text] The Claisen-type condensation reaction of cyclic vinylogous carboxylic acid triflates with lithium enolates and their analogues produces acyclic alkynes bearing a 1,3-diketone-type moiety. The present transformation is proposed to proceed via a 1,2-addition of the enolate to the vinylogous acyl triflate, followed by fragmentation of the aldolate intermediate.
Kamijo
Shin
S
Department of Chemistry and Biochemistry, Florida State University, Tallahassee, 32306-4390, USA.
Dudley
Gregory B
GB