Stereochemistry of the conversion of. GAMMA.-substituted (E)-vinylsulfones to the corresponding allylsulfones. Determination of the relative degree of" syn-effect".
K Inomata, T Hirata, H Suhara, H Kinoshita, H Kotake…
The relative degree of “syn-effect” for the γ-substituted vinylsulfones in their conversion to the corresponding allylsulfones with 1, 8-diazabicyclo [5.4. 0] undec-7-ene (DBU) was determined by observing E/Z ratios of the resulting allylsulfones as follows: CH 3 O–≥ AcO– > CH 3–>–CH 2–>> t-Bu–and Ph–.
[Hirata, Takaki; Sasada, Yoshihiro; Ohtani, Takashi; Asada, Takahiro; Kinoshita, Hideki; et al. Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 1 p. 75 - 96]
