49580-58-7Relevant 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.
Neue Synthesemethoden, 3. Tetrahydrothiopyran-3-on-1,1-dioxid, ein nuetzlicher 4-C-Baustein zur stereoselektiven Synthese von (Z)- oder (E)-γ,δ-ungesaettigten Carbonsaeuren
Scholz, Dieter
, p. 909 - 915 (2007/10/02)
By alkylation and ring opening together with bromination, tetrahydrothiopyran-3-one 1,1-dioxide (2) is converted into α-halosulfone intermediates, which can be transformed stereoselectively by Ramberg-Backlund rearrangement to (Z)- or (E)-γ,δ-unsaturated
ONE-POT SYNTHESIS OF (Z)-4-ALKENOIC ACIDS
Fujisawa, Tamotsu,Sato, Toshio,Kawara, Tatsuo,Naruse, Kouichi
, p. 1123 - 1124 (2007/10/02)
The reaction of β-propiolactone with di-(Z)-1-alkenylcuprates, prepared from Grignard reagents, copper(I) iodide and acetylene, gave (Z)-4-alkenoic acids in high yields in one-pot operation.
