A Convergent Approach to 1,3-Dithiolan-2-ones and an Unexpected Synthesis of Lactones

Xianzhu Zeng; Samir Z. Zard

doi:10.1021/acs.orglett.2c02215

A Convergent Approach to 1,3-Dithiolan-2-ones and an Unexpected Synthesis of Lactones

Xianzhu Zeng
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

5 Citations (Scopus)

Résumé

A convergent route to 1,3-dithiolan-2-ones based on the radical addition of xanthates to allylic acetates is described. The process is modular, uses inexpensive starting materials and reagents, and is atom economical, since both sulfur atoms of the xanthate end up in the products. With adducts derived from xanthates bearing an ester group, an unexpected transformation leading to lactones was uncovered.

langue originale	Anglais
Pages (de - à)	5245-5248
Nombre de pages	4
journal	Organic Letters
Volume	24
Numéro de publication	29
Les DOIs	https://doi.org/10.1021/acs.orglett.2c02215
état	Publié - 29 juil. 2022
Modification externe	Oui

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10.1021/acs.orglett.2c02215

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title = "A Convergent Approach to 1,3-Dithiolan-2-ones and an Unexpected Synthesis of Lactones",

abstract = "A convergent route to 1,3-dithiolan-2-ones based on the radical addition of xanthates to allylic acetates is described. The process is modular, uses inexpensive starting materials and reagents, and is atom economical, since both sulfur atoms of the xanthate end up in the products. With adducts derived from xanthates bearing an ester group, an unexpected transformation leading to lactones was uncovered.",

author = "Xianzhu Zeng and Zard, \{Samir Z.\}",

year = "2022",

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doi = "10.1021/acs.orglett.2c02215",

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journal = "Organic Letters",

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T1 - A Convergent Approach to 1,3-Dithiolan-2-ones and an Unexpected Synthesis of Lactones

AU - Zeng, Xianzhu

AU - Zard, Samir Z.

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Y1 - 2022/7/29

N2 - A convergent route to 1,3-dithiolan-2-ones based on the radical addition of xanthates to allylic acetates is described. The process is modular, uses inexpensive starting materials and reagents, and is atom economical, since both sulfur atoms of the xanthate end up in the products. With adducts derived from xanthates bearing an ester group, an unexpected transformation leading to lactones was uncovered.

AB - A convergent route to 1,3-dithiolan-2-ones based on the radical addition of xanthates to allylic acetates is described. The process is modular, uses inexpensive starting materials and reagents, and is atom economical, since both sulfur atoms of the xanthate end up in the products. With adducts derived from xanthates bearing an ester group, an unexpected transformation leading to lactones was uncovered.

U2 - 10.1021/acs.orglett.2c02215

DO - 10.1021/acs.orglett.2c02215

M3 - Article

C2 - 35861650

AN - SCOPUS:85135380091

SN - 1523-7060

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SP - 5245

EP - 5248

JO - Organic Letters

JF - Organic Letters

IS - 29

ER -

A Convergent Approach to 1,3-Dithiolan-2-ones and an Unexpected Synthesis of Lactones

Résumé

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