Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones

José Enrique Gómez; Wusheng Guo; Arjan W. Kleij

doi:10.1021/acs.orglett.6b02981

Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones

José Enrique Gómez
, Wusheng Guo
, Arjan W. Kleij

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

84 Scopus citations

Abstract

A general method is reported for the stereoselective preparation of highly functionalized allylic thioethers. This protocol is based on a Pd-catalyzed thiolation of modular vinyl cyclic carbonate substrates and features high (Z)-selectivity, good yields, minimal waste, ample product scope, and operational simplicity. A one-pot strategy was used for the stereoselective formation of pharma-relevant allylic sulfones derived from their in situ prepared thioether precursors.

Original language	English
Pages (from-to)	6042-6045
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	23
DOIs	https://doi.org/10.1021/acs.orglett.6b02981
State	Published - 2 Dec 2016
Externally published	Yes

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10.1021/acs.orglett.6b02981

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title = "Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones",

abstract = "A general method is reported for the stereoselective preparation of highly functionalized allylic thioethers. This protocol is based on a Pd-catalyzed thiolation of modular vinyl cyclic carbonate substrates and features high (Z)-selectivity, good yields, minimal waste, ample product scope, and operational simplicity. A one-pot strategy was used for the stereoselective formation of pharma-relevant allylic sulfones derived from their in situ prepared thioether precursors.",

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AU - Gómez, José Enrique

AU - Guo, Wusheng

AU - Kleij, Arjan W.

PY - 2016/12/2

Y1 - 2016/12/2

N2 - A general method is reported for the stereoselective preparation of highly functionalized allylic thioethers. This protocol is based on a Pd-catalyzed thiolation of modular vinyl cyclic carbonate substrates and features high (Z)-selectivity, good yields, minimal waste, ample product scope, and operational simplicity. A one-pot strategy was used for the stereoselective formation of pharma-relevant allylic sulfones derived from their in situ prepared thioether precursors.

AB - A general method is reported for the stereoselective preparation of highly functionalized allylic thioethers. This protocol is based on a Pd-catalyzed thiolation of modular vinyl cyclic carbonate substrates and features high (Z)-selectivity, good yields, minimal waste, ample product scope, and operational simplicity. A one-pot strategy was used for the stereoselective formation of pharma-relevant allylic sulfones derived from their in situ prepared thioether precursors.

UR - https://www.scopus.com/pages/publications/85000997213

U2 - 10.1021/acs.orglett.6b02981

DO - 10.1021/acs.orglett.6b02981

M3 - 文章

AN - SCOPUS:85000997213

SN - 1523-7060

VL - 18

SP - 6042

EP - 6045

JO - Organic Letters

JF - Organic Letters

IS - 23

ER -

Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones

Abstract

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