Organocatalytic Enantioselective Vinylogous Allylic Alkylation between β,γ‐Unsaturated Pyrazoleamides and MBH Carbonates
Abstract The direct asymmetric vinylogous allylic alkylation is an efficient method to construct chiral 1,5‐diene compounds. In this work, acyclic unsaturated amides are used as a nucleophile for enantioselective vinylogous allylic alkylation. With 10 mol % of chiral tertiary amine C11 , the enantioselective vinylogous allylic alkylation between β,γ‐unsaturated pyrazoleamides and Morita‐Baylis‐Hillman carbonates is achieved, affording optically active multifunctional chiral 1,5‐dienes in moderate‐to‐excellent yields (74–99 %) with good‐to‐excellent enantioselectivities (67–94 % ee).
Authors
- Jun‐Hao Fu (ORCID: https://orcid.org/0000-0002-3218-601X)
- Xin‐Yan Wu (ORCID: https://orcid.org/0000-0002-6942-7067)
- Feng Sha (ORCID: https://orcid.org/0000-0002-6780-8448)
- Yunpeng He (ORCID: https://orcid.org/0000-0002-3132-3334)
Institutions
- East China University of Science and Technology (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2024-10-14
- DOI
- https://doi.org/10.1002/ejoc.202400799
- Citations
- 1
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.25