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- Title
Practical Alkoxythiocarbonyl Auxiliaries for Iridium(I)-Catalyzed C−H Alkylation of Azacycles.
- Authors
Tran, Anh T.; Yu, Jin‐Quan
- Abstract
The development of new and practical 3-pentoxythiocarbonyl auxiliaries for IrI-catalyzed C−H alkylation of azacycles is described. This method allows for the α-C−H alkylation of a variety of substituted pyrrolidines, piperidines, and tetrahydroisoquinolines through alkylation with alkenes. While the practicality of these simple carbamate-type auxiliaries is underscored by the ease of installation and removal, the method's utility is demonstrated in its ability to functionalize biologically relevant l-proline and l- trans-hydroxyproline, delivering unique 2,5-dialkylated amino acid analogues that are not accessible by other C−H functionalization methods.
- Subjects
ALKOXY compounds; IRIDIUM catalysts; CARBON-hydrogen bonds; ALKYLATION; AZA compounds
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 35, p10666
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201704755