105702-04-3Relevant academic research and scientific papers
Synthesis of γ- and δ-Lactones by Free-Radical Annelation of Se-Phenyl Selenocarbonates
Bachi, Mario D.,Bosch, Eric
, p. 4696 - 4705 (2007/10/02)
A general method for the synthesis of γ- and δ-lactones through the intramolecular addition of alkoxycarbonyl radicals, formed by reaction of Se-phenylselenocarbonates with n-Bu3SnH, onto carbon-carbon multiple bonds is described.This free-radical cyclization is characterized by high regioselectivity favoring exo addition and by a high ratio of cyclization to reduction.Monocyclic, fused bicyclic, and spirocyclic lactones are formed in good to excellent yield.Use of allyltri-n-butyltin as a chain-transfer agent in the place of n-Bu3SnH affords the corresponding 3-butenyl lactones.
SYNTHESIS OF α-ALKYLIDENE-γ-LACTONES BY INTRAMOLECULAR ADDITION OF ALKOXYCARBONYL FREE-RADICALS TO ACETYLENES
Bachi, Mario D.,Bosch, Eric
, p. 641 - 644 (2007/10/02)
α-Alkylidene-γ-lactones are obtained by treatment of chloroformate and selenocarbonate derivatives of homopropargylic alcohols with tri-n-butylstannane.
