136495-13-1Relevant academic research and scientific papers
Synthesis of γ-Lactones by the Intramolecular Radical Cyclization of 2-Bromo-3,3-bis(methylthio)propionates. A Useful Ketene Radical Synthon
Iwasa, Seiji,Yamamoto, Makoto,Furusawa, Atsuko,Kohmoto, Shigeo,Yamada, Kazutoshi
, p. 1457 - 1460 (1991)
The first example of intramolecular radical cyclization of ketene radical synthon is presented.Intramolecular radical cylization of 2-bromo-ketene-S,S-acetals proceeded highly regioselectively to give the corresponding 5-exo-trig cyclized γ-lactones.
Intramolecular Radical Cyclization of Ketene Dithioacetals
Yamamoto, Makoto,Furusawa, Atsuko,Iwasa, Seiji,Kohmoto, Shigeo,Yamada, Kazutoshi
, p. 1550 - 1555 (2007/10/02)
A novel intramolecular ketene radical cyclization was described.Treatment of α-bromo-β-alkoxycarbonyl- and α-bromo-β-oxoketene dithioacetals with tributyltin hydride and AIBN gave lactones and cyclic ketones bearing bis(methylthio)methylene substituent at α-position in moderate yields.Tandem radical cyclization of ketene radical synthons were also carried out.
