67270-85-3Relevant academic research and scientific papers
New Synthetic Methods, 12. - The Stereoselectivity of the Ramberg-Baecklund Rearrangement
Scholz, Dieter,Burtscher, Peter
, p. 517 - 521 (2007/10/02)
The influence of strong and weak bases in different solvents on the (E)/(Z) ratio of the Ramberg-Baecklund olefin synthesis of α-halosulfoncarboxylic acids in studied.With potassium tert-butoxide in dry dimethyl sulfoxide (E) ratios of more than 97 percent are achieved.With weak bases, such as 0.25 N sodium hydroxide, we found only equal amounts of (E) and (Z) olefins, apart from a few exceptions.
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.
