Room-Temperature Pd-Catalyzed Synthesis of 1-(Hetero)aryl Selenoglycosides

Mingxiang Zhu; Mouad Alami; Samir Messaoudi

doi:10.1021/acs.orglett.0c02352

Room-Temperature Pd-Catalyzed Synthesis of 1-(Hetero)aryl Selenoglycosides

Mingxiang Zhu
, Mouad Alami
, Samir Messaoudi

Université Paris-Sud

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

Abstract

A general protocol for functionalization of an anomeric selonate anion at room temperature has been reported. By using the PdG3 XantPhos catalyst, the cross-coupling between the in situ-generated glycosyl selenolate and a broad range of (hetero)aryl and alkenyl iodides furnished a series of functionalized selenoglycosides in excellent yields with perfect control of the anomeric configuration.

Original language	English
Pages (from-to)	6584-6589
Number of pages	6
Journal	Organic Letters
Volume	22
Issue number	16
DOIs	https://doi.org/10.1021/acs.orglett.0c02352
Publication status	Published - 21 Aug 2020
Externally published	Yes

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10.1021/acs.orglett.0c02352

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title = "Room-Temperature Pd-Catalyzed Synthesis of 1-(Hetero)aryl Selenoglycosides",

abstract = "A general protocol for functionalization of an anomeric selonate anion at room temperature has been reported. By using the PdG3 XantPhos catalyst, the cross-coupling between the in situ-generated glycosyl selenolate and a broad range of (hetero)aryl and alkenyl iodides furnished a series of functionalized selenoglycosides in excellent yields with perfect control of the anomeric configuration.",

author = "Mingxiang Zhu and Mouad Alami and Samir Messaoudi",

note = "Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society.",

year = "2020",

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doi = "10.1021/acs.orglett.0c02352",

language = "English",

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journal = "Organic Letters",

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AU - Zhu, Mingxiang

AU - Alami, Mouad

AU - Messaoudi, Samir

PY - 2020/8/21

Y1 - 2020/8/21

N2 - A general protocol for functionalization of an anomeric selonate anion at room temperature has been reported. By using the PdG3 XantPhos catalyst, the cross-coupling between the in situ-generated glycosyl selenolate and a broad range of (hetero)aryl and alkenyl iodides furnished a series of functionalized selenoglycosides in excellent yields with perfect control of the anomeric configuration.

AB - A general protocol for functionalization of an anomeric selonate anion at room temperature has been reported. By using the PdG3 XantPhos catalyst, the cross-coupling between the in situ-generated glycosyl selenolate and a broad range of (hetero)aryl and alkenyl iodides furnished a series of functionalized selenoglycosides in excellent yields with perfect control of the anomeric configuration.

UR - https://www.scopus.com/pages/publications/85089787145

U2 - 10.1021/acs.orglett.0c02352

DO - 10.1021/acs.orglett.0c02352

M3 - Article

C2 - 32806176

AN - SCOPUS:85089787145

SN - 1523-7060

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SP - 6584

EP - 6589

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Room-Temperature Pd-Catalyzed Synthesis of 1-(Hetero)aryl Selenoglycosides

Abstract

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