29584-68-7Relevant articles and documents
INTRAMOLECULAR CYCLIZATION OF ALLYLIC PROPIOLATES MEDIATED BY THE ADDITION OF STANNYL RADICALS: A NEW SYNTHETIC ROUTE TO α-METHYLENE-γ-BUTYROLACTONES
Lee, Eun,Ko, Sung Bo,Jung, Kyung Woon,Chang, Moon Ho
, p. 827 - 828 (1989)
Allylic propiolates react with tributyl- or triphenylstannane to yield α-(stannyl)methylene-γ-butyrolactones. α-Methylene-γ-butyrolactones are easily prepared by destannylation.
Stereoselective Synthesis of α-(Chloromethylene)-γ-butyrolactone Derivatives from Acyclic Allylic 2-Alkynoates
Ma, Shengming,Lu, Xiyan
, p. 1245 - 1250 (2007/10/02)
α-Methylene-γ-butyrolactones have been constructed by a bis(benzonitrile)palladium dichloride catalyzed cyclization reaction of the easily available acyclic 2'-alkenyl 2-alkynoates in the presence of CuCl2.A mechanism involving a stereoselective chloropalladation in the presence of CuCl2, followed by intramolecular insertion of a carbon-carbon double bond to the carbon-palladium bond, and subsequent CuCl2-mediated formation of a new carbon-chlorine bond is briefly discussed.