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...

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Autores principales: Batovska, Daniela I., Kishimoto, Takao, Bankova, Vassya S., Kamenarska, Zornitsa G., Ubukata, Makoto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2005
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147682/
https://www.ncbi.nlm.nih.gov/pubmed/18007328
http://dx.doi.org/10.3390/10030552
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author Batovska, Daniela I.
Kishimoto, Takao
Bankova, Vassya S.
Kamenarska, Zornitsa G.
Ubukata, Makoto
author_facet Batovska, Daniela I.
Kishimoto, Takao
Bankova, Vassya S.
Kamenarska, Zornitsa G.
Ubukata, Makoto
author_sort Batovska, Daniela I.
collection PubMed
description 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.
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spelling pubmed-61476822018-11-19 Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol Batovska, Daniela I. Kishimoto, Takao Bankova, Vassya S. Kamenarska, Zornitsa G. Ubukata, Makoto Molecules Article 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. MDPI 2005-03-31 /pmc/articles/PMC6147682/ /pubmed/18007328 http://dx.doi.org/10.3390/10030552 Text en © 2005 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Article
Batovska, Daniela I.
Kishimoto, Takao
Bankova, Vassya S.
Kamenarska, Zornitsa G.
Ubukata, Makoto
Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol
title Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol
title_full Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol
title_fullStr Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol
title_full_unstemmed Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol
title_short Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol
title_sort synthesis of some phenylpropanoid monoglycerides via the mitsunobu protocol
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147682/
https://www.ncbi.nlm.nih.gov/pubmed/18007328
http://dx.doi.org/10.3390/10030552
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