Rhodium-catalyzed regioselective addition of thioacids to terminal allenes: enantioselective access to branched allylic thioesters-Reference-Cited by-同舟云学术

Rhodium-catalyzed regioselective addition of thioacids to terminal allenes: enantioselective access to branched allylic thioesters

Published:2022 Issue:11 Volume:58 Page:1704-1707
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Ziyaei Halimehjani A.¹²,Breit B.²^ORCID

Affiliation:

1. Faculty of Chemistry, Kharazmi University, P. O. Box 15719-14911, 49 Mofateh Street, Tehran, Iran

2. Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albert Strasse 21, 79104 Freiburg im Breisgau, Germany

Abstract

Regioselective and enantioselective addition of thioacids to terminal allenes is reported employing a rhodium(i)/DIOP catalyst system. Complete catalyst control of diastereoselectivity was achieved upon addition of chiral amino thioacids to allenes.

Funder

Alexander von Humboldt-Stiftung

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2022/CC/D1CC06470C

Reference50 articles.

1. Branching Out: Rhodium-Catalyzed Allylation with Alkynes and Allenes

2. Rhodium‐Catalyzed Asymmetric Intramolecular Hydroamination of Allenes

3. Asymmetric Rhodium-Catalyzed Addition of Thiols to Allenes: Synthesis of Branched Allylic Thioethers and Sulfones

4. Decarboxylative Thiolation of Redox-Active Esters to Thioesters by Merging Photoredox and Copper Catalysis

5. Catalytic Hydrogenation of Thioesters, Thiocarbamates, and Thioamides

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