Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol

Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol

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 phenoli...

Full description

Bibliographic Details
Main Authors: Makoto Ubukata, Zornitsa G. Kamenarska, Vassya S. Bankova, Takao Kishimoto, Daniela I. Batovska
Format: Article
Language:English
Published: MDPI AG 2005-03-01
Series:Molecules
Subjects:
phenylpropanoid glycerides
Mitsunobu esterification
deprotection.
Online Access:http://www.mdpi.com/1420-3049/10/3/552/
Description
Summary: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.
ISSN:1420-3049

Similar Items