Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

Motofumi Miura; Karin Shigematsu; Masaharu Toriyama; Shigeyasu Motohashi

doi:10.1016/j.tetlet.2021.153480

Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

Motofumi Miura, Karin Shigematsu, Masaharu Toriyama, Shigeyasu Motohashi

Nihon University

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

11 Citations (Scopus)

Abstract

A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

Original language	English
Article number	153480
Journal	Tetrahedron Letters
Volume	85
DOIs	https://doi.org/10.1016/j.tetlet.2021.153480
Publication status	Published - 23 Nov 2021

Keywords

Aqueous CsF solution
Catalytic reaction
Flavanone derivatives
Oxa-Michael addition
Scalable synthesis

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10.1016/j.tetlet.2021.153480

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title = "Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride",

abstract = "A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.",

keywords = "Aqueous CsF solution, Catalytic reaction, Flavanone derivatives, Oxa-Michael addition, Scalable synthesis",

author = "Motofumi Miura and Karin Shigematsu and Masaharu Toriyama and Shigeyasu Motohashi",

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AU - Miura, Motofumi

AU - Shigematsu, Karin

AU - Toriyama, Masaharu

AU - Motohashi, Shigeyasu

PY - 2021/11/23

Y1 - 2021/11/23

N2 - A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

AB - A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

KW - Aqueous CsF solution

KW - Catalytic reaction

KW - Flavanone derivatives

KW - Oxa-Michael addition

KW - Scalable synthesis

UR - https://www.scopus.com/pages/publications/85117377581

U2 - 10.1016/j.tetlet.2021.153480

DO - 10.1016/j.tetlet.2021.153480

M3 - Article

AN - SCOPUS:85117377581

SN - 0040-4039

VL - 85

JO - Tetrahedron Letters

JF - Tetrahedron Letters

M1 - 153480

ER -

Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

Abstract

Keywords

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