A method has been developed for the synthesis of γ-butyrolactone substituted cinnamyl type Aldol condensation products under milder proline and triethylamine basic conditions. The antioxidant activity of all the synthesized compounds was assessed using three different assays. The cinnamyl type derivatives of γ-butyrolactone bearing an -OH group in the benzene ring exhibited excellent antioxidant activity.
KaurP, DasP, ChaudharyA, SinghB. (2011) Consecutive aminations of gamma–butyrolactone derivative produced from naturally occurring limonene. Canadian Journal of Chemistry, 89, 639–644.
2.
CaseyM, ManogeAC, MurphyPJ. (1992) A novel stereoselective route to γ-butyrolactones. Tetrahedron Letters, 33, 965–968.
3.
SinhaSC., KeinanE. (1993) Total synthesis of naturally occurring acetogenins: Solamin and reticulatacin. Journal of the American Chemical Society, 115, 4891–4892.
4.
AskinD, WallaceMA, VaccaJP, ReamerRA, VolanteRP, ShinkaiI. (1992) Highly diastereoselective alkylations of chiral amide enolates: new routes to hydroxyethylene dipeptide isostere inhibitors of HIV-1 protease. Journal of Organic Chemistry, 57, 2771–2773.
CoreyEJ, LiW, NagamitsuT. (1998) An efficient and concise enantioselective total synthesis of lactacystin. Angewandte Chemie International Edition, 37, 1676–1679.
7.
BoraU, SaikiaA, BoruahRC. (2005) A new protocol for synthesis of α,β-unsaturated ketones using zirconium tetrachloride under microwave irradiation. Indian Journal of Chemistry, 44B, 2523–2526.
8.
WangJ, LeiM, LiQ, GeZ, WangX, LiR. (2009) A novel and efficient direct Aldol condensation from ketones and aromatic aldehydes catalyzed by proline-TEA through a new pathway. Tetrahedron, 65, 4826–4833.
9.
KaurP, ChaudharyA, SinghRD, GopichandPrasad R, SinghB. (2012) Spatial and temporal variation of secondary metabolite profiles in Ginkgo biloba leaf. Chemistry & Biodiversity, 9, 409–417.
