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…
Index: Inomata, Katsuhiko; Hirata, Takaki; Suhara, Hiroshi; Kinoshita, Hideki; Kotake, Hiroshi; Senda, Hitoshi Chemistry Letters, 1988 , p. 2009 - 2012
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Citation Number: 5
Abstract
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–.
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