title: Synthesis of some phenylpropanoid monoglycerides via the Mitsunobu protocol.
abstract: Natural monoglycerides of cinnamic, ferulic and p-coumaric acids were synthesized in good to high overall yields from isopropylidene glycerol via the Mitsunobu reaction and further deprotection of the corresponding acetonides with Amberlyst 15. The method avoids the need of protection of the phenolic hydroxyls. During the Mitsunobu esterifications a strong influence of the acid strength on the efficacy and outcome of the reaction was observed.
authors.affiliation: Hokkaido University, Graduate School of Agriculture, Kita-9, Nishi-9, Kita-ku, Sapporo 0608589, Japan.
authors.forename: Daniela I
authors.initials: DI
authors.lastname: Batovska
authors.forename: Takao
authors.initials: T
authors.lastname: Kishimoto
authors.forename: Vassya S
authors.initials: VS
authors.lastname: Bankova
authors.forename: Zornitsa G
authors.initials: ZG
authors.lastname: Kamenarska
authors.forename: Makoto
authors.initials: M
authors.lastname: Ubukata
mesh_terms: D002934:Cinnamates; D003373:Coumaric Acids; D004952:Esters; D007202:Indicators and Reagents; D007700:Kinetics; D008958:Models, Molecular; D050178:Monoglycerides / Q000138:chemical synthesis*; D010636:Phenols; D011407:Propane
chemical_list: D002934:Cinnamates; D003373:Coumaric Acids; D004952:Esters; D007202:Indicators and Reagents; D050178:Monoglycerides; D010636:Phenols; C029010:cinnamic acid; C004999:ferulic acid; D011407:Propane