Journal
ORGANIC LETTERS
Volume 21, Issue 20, Pages 8373-8377Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03144
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Funding
- University of Toronto
- Natural Science and Engineering Research Council (NSERC)
- Alphora/Eurofins
- Kennarshore Inc.
- Walter C. Sumner Memorial Fellowship
- Province of Ontario (OGS)
- CREATE ChemNET
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An enantioselective borylative cyclization cascade utilizing cyclic imides has been developed. We employ a highly enantioselective borylcupration process that includes a 1,2-addition to a cyclic imide. The products contain a valuable hemiaminal and boronate handle for further elaborations within a congested framework. This work demonstrates the utility of cyclic imides as simple precursors to unlock access to sought-after polycyclic indolines. Futhermore, this report highlights the capability to harness reactive catalytic intermediates to exploit otherwise unreactive functional groups.
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