21944-83-2Relevant articles and documents
Easy access to aroma active unsaturated γ-lactones by addition of modified titanium homoenolate to aldehydes
Frerot, Eric,Bagnoud, Alain
experimental part, p. 4057 - 4061 (2011/10/31)
The homo-Reformatsky reaction, in which a metal homoenolate of an ester is added to an aldehyde, was adapted to produce γ-lactones from unsaturated, enolizable aldehydes. By use of titanium homoenolate, 11 different γ-lactones were synthesized in one step with moderate to good yields from readily available aldehydes. In particular, this procedure allowed the rapid preparation of a series of C12 unsaturated γ-lactones differing in the position and configuration of the double bond. These reference compounds will be used to identify previously unknown lactones in butter oil. The chromatographic, spectral, and sensory descriptions of the synthesized lactones are provided.