A Novel Cyclopropanation
TM Bostick, SD Christie, TJ Connolly, S Copp, RF Langler, DL Reid and M Zaworotko
Australian Journal of Chemistry
49(2) 243 - 247
Published: 1996
Abstract
Reaction between benzaldehyde and methyl α- benzylsulfonylacetate furnishes methyl (E)-α- benzylsulfonyl-β-phenylacrylate as the exclusive Knoevenagel adduct. The related condensations between α-benzylsulfonylacetonitrile and paraformaldehyde furnish trans-1-benzylsulfonyl-2-phenylcyclopropane-1-carbonitrile in modest yields. These product structures are established by X-ray crystallographic analysis. Phenylsulfene is ruled out as an intermediate in the formation of the cyclopropane.
https://doi.org/10.1071/CH9960243
© CSIRO 1996
