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  Regio‐ and Stereoselective Thianthrenation of Olefins To Access Versatile Alkenyl Electrophiles

Chen, J., Li, J., Plutschack, M. B., Berger, F., & Ritter, T. (2020). Regio‐ and Stereoselective Thianthrenation of Olefins To Access Versatile Alkenyl Electrophiles. Angewandte Chemie, International Edition, 59(14), 5616-5620. doi:10.1002/anie.201914215.

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 Creators:
Chen, Junting1, Author           
Li, Jiakun1, Author           
Plutschack, Matthew B.1, Author           
Berger, Florian1, Author           
Ritter, Tobias1, Author           
Affiliations:
1Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2040308              

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Free keywords: alkenes; alkenyl electrophiles; C-H functionalization; cross-coupling; regioselectivity
 Abstract: Herein, we report a regioselective alkenyl electrophile synthesis from unactivated olefins that is based on a direct and regioselective C−H thianthrenation reaction. The selectivity is proposed to arise from an unusual inverse‐electron‐demand hetero‐Diels–Alder reaction. The alkenyl sulfonium salts can serve as electrophiles in palladium‐ and ruthenium‐catalyzed cross‐coupling reactions to make alkenyl C−C, C−Cl, C−Br, and C−SCF3 bonds with stereoretention.

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Language(s): eng - English
 Dates: 2019-11-072019-11-292020-03-27
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201914215
 Degree: -

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Title: Angewandte Chemie, International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 59 (14) Sequence Number: - Start / End Page: 5616 - 5620 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851