Synthesis of lactonized valoneoyl group-containing ellagitannins, oenothein C and cornusiin B

Hitoshi Abe; Haruka Imai; Daichi Ogura; Yoshikazu Horino

doi:10.3987/COM-19-S(F)42

Synthesis of lactonized valoneoyl group-containing ellagitannins, oenothein C and cornusiin B

Hitoshi Abe^*, Haruka Imai, Daichi Ogura, Yoshikazu Horino

^*Corresponding author for this work

Applied Chemistry

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

The total synthesis of two ellagitannins, oenothein C and cornusiin B, which involve a lactonized valoneoyl group (LVG) in the molecules, was accomplished starting from glucose and gallic acid. Classical Ullmann coupling reactions were effective for preparation of the key intermediate, the lactonized valoneic acid derivative, which was subjected to a condensation reaction with glucose, and finally converted to the ellagitannins.

Original language	English
Pages (from-to)	524-535
Number of pages	12
Journal	Heterocycles
Volume	101
Issue number	2
DOIs	https://doi.org/10.3987/COM-19-S(F)42
State	Published - 2020

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Synthesis of lactonized valoneoyl group-containing ellagitannins, oenothein C and cornusiin B",

abstract = "The total synthesis of two ellagitannins, oenothein C and cornusiin B, which involve a lactonized valoneoyl group (LVG) in the molecules, was accomplished starting from glucose and gallic acid. Classical Ullmann coupling reactions were effective for preparation of the key intermediate, the lactonized valoneic acid derivative, which was subjected to a condensation reaction with glucose, and finally converted to the ellagitannins.",

author = "Hitoshi Abe and Haruka Imai and Daichi Ogura and Yoshikazu Horino",

note = "Publisher Copyright: {\textcopyright} 2020 The Japan Institute of Heterocyclic Chemistry.",

year = "2020",

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T1 - Synthesis of lactonized valoneoyl group-containing ellagitannins, oenothein C and cornusiin B

AU - Abe, Hitoshi

AU - Imai, Haruka

AU - Ogura, Daichi

AU - Horino, Yoshikazu

PY - 2020

Y1 - 2020

N2 - The total synthesis of two ellagitannins, oenothein C and cornusiin B, which involve a lactonized valoneoyl group (LVG) in the molecules, was accomplished starting from glucose and gallic acid. Classical Ullmann coupling reactions were effective for preparation of the key intermediate, the lactonized valoneic acid derivative, which was subjected to a condensation reaction with glucose, and finally converted to the ellagitannins.

AB - The total synthesis of two ellagitannins, oenothein C and cornusiin B, which involve a lactonized valoneoyl group (LVG) in the molecules, was accomplished starting from glucose and gallic acid. Classical Ullmann coupling reactions were effective for preparation of the key intermediate, the lactonized valoneic acid derivative, which was subjected to a condensation reaction with glucose, and finally converted to the ellagitannins.

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U2 - 10.3987/COM-19-S(F)42

DO - 10.3987/COM-19-S(F)42

M3 - 学術論文

AN - SCOPUS:85078466893

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JO - Heterocycles

JF - Heterocycles

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ER -

Synthesis of lactonized valoneoyl group-containing ellagitannins, oenothein C and cornusiin B

Abstract

ASJC Scopus subject areas

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