Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis †

Béatrice Quiclet-Sire; Samir Z. Zard

doi:10.3390/molecules28227561

Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis †

Béatrice Quiclet-Sire
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

Résumé

The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented.

langue originale	Anglais
Numéro d'article	7561
journal	Molecules
Volume	28
Numéro de publication	22
Les DOIs	https://doi.org/10.3390/molecules28227561
état	Publié - 1 nov. 2023
Modification externe	Oui

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10.3390/molecules28227561

Contient cette citation

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title = "Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis †",

abstract = "The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented.",

keywords = "enones, radical additions, xanthates, α-(acyloxy)alkyl radicals",

author = "B{\'e}atrice Quiclet-Sire and Zard, \{Samir Z.\}",

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T1 - Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis †

AU - Quiclet-Sire, Béatrice

AU - Zard, Samir Z.

PY - 2023/11/1

Y1 - 2023/11/1

N2 - The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented.

AB - The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented.

KW - enones

KW - radical additions

KW - xanthates

KW - α-(acyloxy)alkyl radicals

U2 - 10.3390/molecules28227561

DO - 10.3390/molecules28227561

M3 - Review article

C2 - 38005282

AN - SCOPUS:85177763028

SN - 1420-3049

VL - 28

JO - Molecules

JF - Molecules

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Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis †

Résumé

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