Journal
ORGANIC LETTERS
Volume 24, Issue 45, Pages 8423-8428Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03543
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Funding
- National Key R&D Program of China
- National Natural Science Foundation of China
- [2021YFA1500100]
- [21821002]
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A novel [Rh]2-catalyzed three-component reaction has been developed for the synthesis of C3 substituted indoles bearing all-carbon quaternary centers. This reaction involves a relay carbene-induced C-H functionalization and allylic alkylation process, showing good atom and step economy. Enantioselective control is achieved using a specific ligand, providing an efficient method for constructing enantioenriched indole derivatives with an all-carbon quaternary stereocenter.
Herein, a novel [Rh]2-catalyzed three-component reaction of readily accessible indoles, diazo compounds, and allylic compounds is developed via a relay carbene-induced C-H functionalization and allylic alkylation process, affording diverse C3 substituted indoles bearing all-carbon quaternary centers in good yields with high atom and step economy. Moreover, good enantioselective control is achieved using a (-)-DIOP type ligand, thus providing an efficient method for constructing enantioenriched indole derivatives bearing an all-carbon quaternary stereocenter.
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