A NOVEL CYCLOPROPANATION

Authors
BOSTICK TM CHRISTIE SD CONNOLLY TJ COPP S LANGLER RF REID DL ZAWOROTKO M
Citation
Tm. Bostick et al., A NOVEL CYCLOPROPANATION, Australian Journal of Chemistry, 49(2), 1996, pp. 243-247
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
49
Issue
2
Year of publication
1996
Pages
243 - 247
Database
ISI
SICI code
0004-9425(1996)49:2<243:ANC>2.0.ZU;2-E
Abstract
Reaction between benzaldehyde and methyl alpha-benzylsulfonylacetate f urnishes methyl (E)-alpha-benzylsulfonyl-beta-phenylacrylate as the ex clusive Knoevenagel adduct. The related condensations between alpha-be nzylsulfonylacetonitrile and paraformaldehyde furnish benzylsulfonyl-2 -phenylcyclopropane-1-carbonitrile in modest yields. These product str uctures are established by X-ray crystallographic analysis. Phenylsulf ene is ruled out as an intermediate in the formation of the cyclopropa ne.