Journal
CHEMICAL COMMUNICATIONS
Volume 56, Issue 67, Pages 9699-9702Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc02804e
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Funding
- UC Riverside
- University of Iowa
- NSF [CHE-1626673, CHE-0541848, CHE-0946779]
- U.S. Army [W911NF-16-1-0523]
- NIH [S10-RR025500]
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We report a direct C-H aminoalkylation reaction using two light-activated H-atom transfer catalyst systems that enable the introduction of protected amines to native adamantane scaffolds with C-C bond formation. The scope of adamantane and imine reaction partners is broad and deprotection provides versatile amine and amino acid building blocks. Using readily available chiral imines, the enantioselective synthesis of the saxagliptin core and rimantadine derivatives is also described.
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