Li Y, Hu Y.-Y, Zhang S.-L * Soochow University, Suzhou, P. R. of China
Dual Role of Allylsamarium Bromide as a Grignard Reagent and a Single Electron Transfer
Reagent in the One-Pot Synthesis of Terminal Olefins.
Chem. Commun. 2013;
49: 10635-10637
Key words
terminal olefines - aromatic aldehydes - samarium
Significance
A simple and efficient one-pot protocol for the synthesis of terminal alkenes has
been reported. The reaction of carbonyl compounds with allylsamarium bromide in the
presence of diethyl phosphate furnishes the corresponding olefins in good to excellent
yields.
Comment
Allylsamarium bromide acts in the reported reaction as both, a nucleophilic reagent
and a single electron transfer reagent. Moreover, the described methodology is very
versatile since several functional groups are tolerated.
