Methods in synthesis of flavonoids. Part 3: Molybdenum(IV)-catalyzed coupling of cinnamyl alcohols to phenol derivatives

Bastien Nay; Magalie Collet; Marjolène Lebon; Catherine Chèze; Joseph Vercauteren

doi:10.1016/S0040-4039(02)00406-9

Methods in synthesis of flavonoids. Part 3: Molybdenum(IV)-catalyzed coupling of cinnamyl alcohols to phenol derivatives

Bastien Nay, Magalie Collet, Marjolène Lebon, Catherine Chèze, Joseph Vercauteren

Univ. Bordeaux

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

Abstract

This paper deals with the formal total synthesis of flavonoids bearing the hydroxylation pattern of the catechin series based on an access to the fully functionalized skeleton via the alkylation of phloroglucinol tribenzyl ether by 3, 4-dibenzyloxycinnamyl alcohol. This reaction was revealed to be most successful when catalyzed by the Mo(acac)₂(SbF₆)₂ complex. In addition, the underlying concepts to the different ways that can be used in this C₆-C₃+C₆ strategy are discussed.

Original language	English
Pages (from-to)	2675-2678
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	15
DOIs	https://doi.org/10.1016/S0040-4039(02)00406-9
Publication status	Published - 8 Apr 2002
Externally published	Yes

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abstract = "This paper deals with the formal total synthesis of flavonoids bearing the hydroxylation pattern of the catechin series based on an access to the fully functionalized skeleton via the alkylation of phloroglucinol tribenzyl ether by 3, 4-dibenzyloxycinnamyl alcohol. This reaction was revealed to be most successful when catalyzed by the Mo(acac)2(SbF6)2 complex. In addition, the underlying concepts to the different ways that can be used in this C6-C3+C6 strategy are discussed.",

author = "Bastien Nay and Magalie Collet and Marjol{\`e}ne Lebon and Catherine Ch{\`e}ze and Joseph Vercauteren",

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AU - Nay, Bastien

AU - Collet, Magalie

AU - Lebon, Marjolène

AU - Chèze, Catherine

AU - Vercauteren, Joseph

PY - 2002/4/8

Y1 - 2002/4/8

N2 - This paper deals with the formal total synthesis of flavonoids bearing the hydroxylation pattern of the catechin series based on an access to the fully functionalized skeleton via the alkylation of phloroglucinol tribenzyl ether by 3, 4-dibenzyloxycinnamyl alcohol. This reaction was revealed to be most successful when catalyzed by the Mo(acac)2(SbF6)2 complex. In addition, the underlying concepts to the different ways that can be used in this C6-C3+C6 strategy are discussed.

AB - This paper deals with the formal total synthesis of flavonoids bearing the hydroxylation pattern of the catechin series based on an access to the fully functionalized skeleton via the alkylation of phloroglucinol tribenzyl ether by 3, 4-dibenzyloxycinnamyl alcohol. This reaction was revealed to be most successful when catalyzed by the Mo(acac)2(SbF6)2 complex. In addition, the underlying concepts to the different ways that can be used in this C6-C3+C6 strategy are discussed.

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DO - 10.1016/S0040-4039(02)00406-9

M3 - Article

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JO - Tetrahedron Letters

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IS - 15

ER -

Methods in synthesis of flavonoids. Part 3: Molybdenum(IV)-catalyzed coupling of cinnamyl alcohols to phenol derivatives

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