Highly efficient synthesis of enantioenriched vicinal halohydrins <i>via</i> Ir-catalyzed asymmetric hydrogenation using dynamic kinetic resolution-Reference-Cited by-同舟云学术

Highly efficient synthesis of enantioenriched vicinal halohydrins via Ir-catalyzed asymmetric hydrogenation using dynamic kinetic resolution

Published:2024 Issue:72 Volume:60 Page:9785-9788
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

He Bin¹,Chen Gen-Qiang²^ORCID,Zhang Xumu³⁴^ORCID

Affiliation:

1. Institute of Zhejiang University-Quzhou, Quzhou, 324000, China

2. Academy for Advanced Interdisciplinary Studies and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, People's Republic of China

3. Medi-X Pingshan and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518000, People's Republic of China

4. Chemistry and Chemical Engineering Guangdong Laboratory, Shantou 515031, China

Abstract

We herein report a novel synthetic route for chiral cis-vicinal halohydrins derivatives through Ir/f-phamidol-catalysed asymmetric hydrogenation of corresponding α-halogenated ketones with up to 99% yield, up to >99% dr, and up to 99% ee.

Funder

National Natural Science Foundation of China

National Key Research and Development Program of China

Special Project for Research and Development in Key areas of Guangdong Province

Science, Technology and Innovation Commission of Shenzhen Municipality

Basic and Applied Basic Research Foundation of Guangdong Province

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/CC/D4CC02529F

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4. Enantioselective Nitrile Anion Cyclization to Substituted Pyrrolidines. A Highly Efficient Synthesis of (3S,4R)-N-tert-Butyl-4-Arylpyrrolidine-3-Carboxylic Acid

5. Reduction of Carbonyl Compounds with Chiral Oxazaborolidine Catalysts: A New Paradigm for Enantioselective Catalysis and a Powerful New Synthetic Method