title: One-pot synthesis of homoallylic ketones from the addition of vinyl grignard reagent to carboxylic esters.
abstract: Fifteen homoallylic ketones have been synthesized in 26-77% yields on treatment of aromatic, aliphatic, and alpha-amino methyl carboxylates with excess vinylmagnesium bromide and catalytic amounts of a copper salt in THF. Alpha-amino homoallylic ketones derived from N-protected alpha-amino esters possessing aliphatic and alcohol side chains were synthesized in > or =98% enantiomeric purity. [reaction: see text]
authors.affiliation: Département de Chimie, Université de Montréal, C.P. 6128, Succursale Centre Ville, Montréal, Québec, Canada H3C 3J7.
authors.forename: Karl A
authors.initials: KA
authors.lastname: Hansford
authors.forename: James E
authors.initials: JE
authors.lastname: Dettwiler
authors.forename: William D
authors.initials: WD
authors.lastname: Lubell