title: A simple radical addition-elimination route to geometrically pure (E)-alkene and chromanone derivatives via beta-nitrostyrene.
abstract: Various geometrically pure (E)-beta-alkyl-styrenes have been synthesized by the radical NO(2) substitution of alkyl moieties generated via hydrogen abstraction followed by decarbonylation from aliphatic aldehydes. These reactions, which involve a high chemical selectivity and regioselectivity constitute a new route to (E)-beta-alkylstyrenes. Both aliphatic and aromatic aldehydes can be used in this novel reaction. When 2-allyloxybenzaldehyde was used, the benzoyl radical added directly to the double bond without decarbonylation to give the 3-cinnamylchroman-4-one. This unique difference between aliphatic and aromatic aldehydes represents a simple route for the synthesis of biologically important chromanones.
authors.affiliation: Department of Chemistry, National Taiwan Normal University 88, Sec. 4, Tingchow Road, Taipei, Taiwan 116, ROC.
authors.forename: Yeong-Jiunn
authors.initials: YJ
authors.lastname: Jang
authors.forename: Ming-Chung
authors.initials: MC
authors.lastname: Yan
authors.forename: Yung-Feng
authors.initials: YF
authors.lastname: Lin
authors.forename: Ching-Fa
authors.initials: CF
authors.lastname: Yao