Journal article
Synthesis of amino-diamondoid pharmacophores via photocatalytic C–H aminoalkylation
Chemical communications (Cambridge, England), Vol.56(67), pp.9699-9702
01/01/2020
DOI: 10.1039/d0cc02804e
PMCID: PMC7442722
PMID: 32699866
Abstract
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.
Details
- Title: Subtitle
- Synthesis of amino-diamondoid pharmacophores via photocatalytic C–H aminoalkylation
- Creators
- William K WeigelHoang T DangHai-Bin YangDavid B C Martin
- Resource Type
- Journal article
- Publication Details
- Chemical communications (Cambridge, England), Vol.56(67), pp.9699-9702
- DOI
- 10.1039/d0cc02804e
- PMID
- 32699866
- PMCID
- PMC7442722
- NLM abbreviation
- Chem Commun (Camb)
- ISSN
- 1359-7345
- eISSN
- 1364-548X
- Publisher
- Royal Society of Chemistry; Cambridge
- Grant note
- DOI: 10.13039/100006751, name: U.S. Army, award: W911NF-16-1-0523; DOI: 10.13039/100000001, name: National Science Foundation, award: CHE-0541848, CHE-0946779, CHE-1626673; DOI: 10.13039/100000002, name: National Institutes of Health, award: S10-RR025500; DOI: 10.13039/100007602, name: University of California, Riverside; DOI: 10.13039/100008893, name: University of Iowa
- Language
- English
- Date published
- 01/01/2020
- Academic Unit
- Iowa Neuroscience Institute; Chemistry
- Record Identifier
- 9984065751202771
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