A Convergent Total Synthesis of the Biologically Active Benzofurans Ailanthoidol, Egonol and Homoegonol from Biomass-Derived Eugenol

José C. Espinoza-Hicks; Gerardo Zaragoza-Galán; David Chávez-Flores; Víctor H. Ramos-Sánchez; Joaquín Tamariz; Alejandro A. Camacho-Dávila

doi:10.1055/s-0037-1610169

A Convergent Total Synthesis of the Biologically Active Benzofurans Ailanthoidol, Egonol and Homoegonol from Biomass-Derived Eugenol

José C. Espinoza-Hicks
, Gerardo Zaragoza-Galán
, David Chávez-Flores
, Víctor H. Ramos-Sánchez
, Joaquín Tamariz
, Alejandro A. Camacho-Dávila

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

2 Scopus citations

Abstract

An efficient, general synthetic protocol for the synthesis of the biologically active benzofurans ailanthoidol, egonol and homoegonol was developed. The key starting material, eugenol, is a naturally occurring and abundant precursor. The protocol, involving sequential acylation and intramolecular Wittig reaction, provides a convenient method for building the benzofuran moiety in good yield.

Original language	English (US)
Article number	ss-2018-m0239-op
Pages (from-to)	3493-3498
Number of pages	6
Journal	Synthesis (Germany)
Volume	50
Issue number	17
DOIs	https://doi.org/10.1055/s-0037-1610169
State	Published - 2018
Externally published	Yes

Keywords

ailanthoidol
benzofurans
egonol
homoegonol
natural products
sustainable synthesis
total synthesis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-0037-1610169

Cite this

Espinoza-Hicks, J. C., Zaragoza-Galán, G., Chávez-Flores, D., Ramos-Sánchez, V. H., Tamariz, J., & Camacho-Dávila, A. A. (2018). A Convergent Total Synthesis of the Biologically Active Benzofurans Ailanthoidol, Egonol and Homoegonol from Biomass-Derived Eugenol. Synthesis (Germany), 50(17), 3493-3498. Article ss-2018-m0239-op. https://doi.org/10.1055/s-0037-1610169

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abstract = "An efficient, general synthetic protocol for the synthesis of the biologically active benzofurans ailanthoidol, egonol and homoegonol was developed. The key starting material, eugenol, is a naturally occurring and abundant precursor. The protocol, involving sequential acylation and intramolecular Wittig reaction, provides a convenient method for building the benzofuran moiety in good yield.",

keywords = "ailanthoidol, benzofurans, egonol, homoegonol, natural products, sustainable synthesis, total synthesis",

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year = "2018",

doi = "10.1055/s-0037-1610169",

language = "English (US)",

volume = "50",

pages = "3493--3498",

journal = "Synthesis (Germany)",

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AU - Espinoza-Hicks, José C.

AU - Zaragoza-Galán, Gerardo

AU - Chávez-Flores, David

AU - Ramos-Sánchez, Víctor H.

AU - Tamariz, Joaquín

AU - Camacho-Dávila, Alejandro A.

PY - 2018

Y1 - 2018

N2 - An efficient, general synthetic protocol for the synthesis of the biologically active benzofurans ailanthoidol, egonol and homoegonol was developed. The key starting material, eugenol, is a naturally occurring and abundant precursor. The protocol, involving sequential acylation and intramolecular Wittig reaction, provides a convenient method for building the benzofuran moiety in good yield.

AB - An efficient, general synthetic protocol for the synthesis of the biologically active benzofurans ailanthoidol, egonol and homoegonol was developed. The key starting material, eugenol, is a naturally occurring and abundant precursor. The protocol, involving sequential acylation and intramolecular Wittig reaction, provides a convenient method for building the benzofuran moiety in good yield.

KW - ailanthoidol

KW - benzofurans

KW - egonol

KW - homoegonol

KW - natural products

KW - sustainable synthesis

KW - total synthesis

UR - https://www.scopus.com/pages/publications/85052198949

UR - https://www.scopus.com/pages/publications/85052198949#tab=citedBy

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SP - 3493

EP - 3498

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 17

M1 - ss-2018-m0239-op

ER -

A Convergent Total Synthesis of the Biologically Active Benzofurans Ailanthoidol, Egonol and Homoegonol from Biomass-Derived Eugenol

Abstract

Keywords

ASJC Scopus subject areas

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