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.
