Tetrahedron p. 1361 - 1368 (1986)
Update date:2022-08-04
Topics: Synthesis Fluoride ion
Sebti, S.
Foucaud, A.
The evolution of 2-acyloxy 2-methyl 3-oxobutanamides 1 and 2-acyloxy 3-oxo 2,3-diphenylpropanamides 13 under anionic activation by cesium fluoride was studied.The fluoride ion is an efficient base for the heterocyclization of 1 into 3 (2H)-furanones and 2 (5H)-furanones, but the hydrolysis of the ester group lowered the selectivity of the reaction.However, the cleavage of 13 into the esters 14 and the cyclization of 3-benzoyloxy 3-methyl 2-butanone into bullatenone are very selective.
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