Catalytic enantioselective total synthesis of antitubercular agents (-)-bedaquiline and (-)-sudapyridine enabled by dynamic kinetic resolution-asymmetric transfer hydrogenation.

Jiyao Han, Dongliang Zhang, Yuan Tao, Pei Tang, Fen-Er Chen

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Article in Chemical science, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

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1citing papers in PubMed

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1 citing paper in PubMed.

Cu-Catalyzed dynamic kinetic asymmetric allylation enabled enantioselective assembly of sterically congested triaryl tertiary alcohols.Nature communications · 2026
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5 · Who and what money

Authors and funding

5 authors.

Jiyao HanSchool of science, Harbin Institute of Technology (Shenzhen) Shenzhen 518055 China.

Dongliang ZhangSchool of science, Harbin Institute of Technology (Shenzhen) Shenzhen 518055 China.

Yuan TaoEngineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University Shanghai 200433 China.

Pei TangSichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University Chengdu 610041 China peitang@scu.edu.cn.

Fen-Er ChenCollege of Chemistry and Chemical Engineering, Jiangxi Normal University Nanchang 330022 China rfchen@fudan.edu.cn.ORCID https://orcid.org/0000-0002-6734-3388

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

(-)-Bedaquiline [(-)-BDQ] is considered to be one of the most promising new therapeutic agents for tuberculosis for over 50 years. However, there are limited general and highly stereocontrolled asymmetric synthetic methods available for (-)-BDQ and its analogues due to the challenge of forging their vicinal stereocenters. Herein, we report a concise and stereocontrolled synthetic route to (-)-BDQ in six steps with an overall yield of 34%, integrating a Rh-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation (DKR-ATH) with TADDOL-mediated diastereoselective allylation. The reactivity and stereoselectivity of DKR-ATH were systematically investigated using a range of sterically hindered

Identifiers

PMID40620341

DOI10.1039/d5sc03865k

PMCPMC12224407

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