84565-05-9Relevant academic research and scientific papers
SIMPLE METHODS FOR, THE SYNTHESIS OF (E)-4- AND (E)-5-ALKENOIC ACIDS BY THE SN2' TYPE REACTIONS OF γ-VINYL-γ-BUTYROLACTONE AND δ-VINYL-δ-VALEROLACTONE WITH ORGANOCOPPER REAGENTS
Fujisawa, Tamotsu,Sato, Toshio,Kawashima, Masatoshi,Naruse, Kouichi,Tamai, Kouichi
, p. 3583 - 3586 (2007/10/02)
γ-Vinyl-γ-butyrolactone and δ-vinyl-δ-valerolactone react regio- and stereoselectively with Grignard reagents in the presence of a copper(I) catalyst or with diorganocuprates to afford (E)-4- and (E)-5-alkenoic acids, respectively, in high yields.Synthetic utility of the former reaction is demonstrated in the simple synthesis of (4E,7Z)-4,7-tridecadienyl acetate.
