A NEW ROUTE FOR THE SYNTHESIS OF STYRYLBENZYLSULFONES, PRECURSORS OF 1-BENZYLSULFONYL-2-ARYLCYCLOPROPANES
A novel method for the synthesis of E-styrylbenzylsulfones from E-sodium styrylsulfinates and benzyl chlorides has been described.The cyclopropanation of these compounds with dimethylsulfonium methylide gave E-1-benzylsulfonyl-2-arylcyclopropanes in good
Reddy, M. V. Ramana,Reddy, D. Bhaskar,Reddy, P. V. Ramana,Vijayalaskhmi, S.
p. 285 - 290
(2007/10/02)
SYNTHESIS AND CONFIGURATIONAL STUDIES OF ARYL CYCLOPROPYL SULFONES
The cycloaddition of arylthiocarbenes to styrene gave stereospecifically cis-1-(arylthio)-2-phenylcyclopropanes, which were subsequently oxidized to the corresponding sulfones.The cyclopropanation of α,β-unsaturated sulfones with dimethylsulfonium methylide yielded stereoselectively trans-1-(arylsulfonyl)-2-arylcyclopropanes.The configurational assignments of these compounds have been arrived at on the basis of IR and PMR spectral data.Chemical shifts for ring protons and other substituents reveal that all the substituents tend to cause protons cis to them to appear at higher fields than those trans to them.This has been used as a criterion to distinguish between cis and trans aryl cyclopropyl sulfones.
Reddy, D. Bhaskar,Balaji, T.,Reddy, B. Venkataramana
p. 297 - 306
(2007/10/02)
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