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

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

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.

langue originale	Anglais
Pages (de - à)	2675-2678
Nombre de pages	4
journal	Tetrahedron Letters
Volume	43
Numéro de publication	15
Les DOIs	https://doi.org/10.1016/S0040-4039(02)00406-9
état	Publié - 8 avr. 2002
Modification externe	Oui

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10.1016/S0040-4039(02)00406-9

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AU - Nay, Bastien

AU - Collet, Magalie

AU - Lebon, Marjolène

AU - Chèze, Catherine

AU - Vercauteren, Joseph

PY - 2002/4/8

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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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IS - 15

ER -

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

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