NHC‐Catalyzed Asymmetric Intramolecular [3+2] Annulations of Cyclohexadienone‐Tethered Ynals
Abstract NHC‐Catalyzed enantioselective conversion of ynals remains challenging through nucleophilic NHC‐allenolate intermediates. Herein, we present an NHC‐catalyzed highly asymmetric intramolecular [3+2] annulation of cyclohexadienone‐tethered ynals. This reaction enables a rapid and efficient construction of 6,5,5‐tricyclic frameworks bearing three contiguous stereocenters in excellent enantioselectivities. Additionally, the synthetic utility is elaborated through a gram‐scale experiment and several downstream transformations.
Authors
- Wenyu Kang (ORCID: https://orcid.org/0000-0003-1593-751X)
- Ping Tian (ORCID: https://orcid.org/0000-0002-5612-0664)
- Yu‐Hui Wang
- Yajie Wang (ORCID: https://orcid.org/0009-0009-3650-7878)
- Wen Wu Xu (ORCID: https://orcid.org/0000-0002-0651-9562)
Institutions
- Shanghai University of Traditional Chinese Medicine (CN)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-04-03
- DOI
- https://doi.org/10.1002/ajoc.202500170
- Citations
- 1
- Primary Topic
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Shanghai Municipal Health Commission
- National Natural Science Foundation of China
- Science and Technology Commission of Shanghai Municipality
- Shanghai University of Traditional Chinese Medicine
- National Key Research and Development Program of China