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- Title
Asymmetric 1,4-functionalization of 1,3-enynes via dual photoredox and chromium catalysis.
- Authors
Zhang, Feng-Hua; Guo, Xiaochong; Zeng, Xianrong; Wang, Zhaobin
- Abstract
The merger of photoredox and transition-metal catalysis has evolved as a robust platform in organic synthesis over the past decade. The stereoselective 1,4-functionalization of 1,3-enynes, a prevalent synthon in synthetic chemistry, could afford valuable chiral allene derivatives. However, tremendous efforts have been focused on the ionic reaction pathway. The radical-involved asymmetric 1,4-functionalization of 1,3-enynes remains a prominent challenge. Herein, we describe the asymmetric three-component 1,4-dialkylation of 1,3-enynes via dual photoredox and chromium catalysis to provide chiral allenols. This method features readily available starting materials, broad substrate scope, good functional group compatibility, high regioselectivity, and simultaneous control of axial and central chiralities. Mechanistic studies suggest that this reaction proceeds through a radical-involved redox-neutral pathway. In contrast to the better-studied ionic pathway, radical-involved asymmetric 1,4-functionalization of 1,3-enynes remains a prominent challenge. Here, the authors describe the asymmetric three-component 1,4-dialkylation of 1,3-enynes via dual photoredox and chromium catalysis to provide chiral allenols.
- Subjects
CHROMIUM; CATALYSIS; ENANTIOSELECTIVE catalysis; MERGERS &; acquisitions; ALLENE
- Publication
Nature Communications, 2022, Vol 13, Issue 1, p1
- ISSN
2041-1723
- Publication type
Article
- DOI
10.1038/s41467-022-32614-4