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Enantioselective Synthesis of Cyclohepta[b]indoles via Pd-Catalyzed Cyclopropane C(sp<sup>3</sup>)-H Activation as a Key Step

Enantioselective Synthesis of Cyclohepta[b]indoles via Pd-Catalyzed Cyclopropane C(sp3)-H Activation as a Key Step

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HÄFNER, Maximilian, Yevhenii M. SOKOLENKO, Paul GAMERDINGER, Erik STEMPEL, Tanja GAICH, 2019. Enantioselective Synthesis of Cyclohepta[b]indoles via Pd-Catalyzed Cyclopropane C(sp3)-H Activation as a Key Step. In: Organic Letters. 21(18), pp. 7370-7374. ISSN 1523-7060. eISSN 1523-7052. Available under: doi: 10.1021/acs.orglett.9b02687

@article{Hafner2019-09-20Enant-47048, title={Enantioselective Synthesis of Cyclohepta[b]indoles via Pd-Catalyzed Cyclopropane C(sp3)-H Activation as a Key Step}, year={2019}, doi={10.1021/acs.orglett.9b02687}, number={18}, volume={21}, issn={1523-7060}, journal={Organic Letters}, pages={7370--7374}, author={Häfner, Maximilian and Sokolenko, Yevhenii M. and Gamerdinger, Paul and Stempel, Erik and Gaich, Tanja} }

Gamerdinger, Paul Sokolenko, Yevhenii M. Gamerdinger, Paul Enantioselective Synthesis of Cyclohepta[b]indoles via Pd-Catalyzed Cyclopropane C(sp<sup>3</sup>)-H Activation as a Key Step Häfner, Maximilian Sokolenko, Yevhenii M. 2019-09-27T07:11:10Z eng 2019-09-20 Gaich, Tanja Stempel, Erik Stempel, Erik Gaich, Tanja Häfner, Maximilian 2019-09-27T07:11:10Z An enantioselective synthesis of functionalized cyclohepta[b]indoles via Pd-catalyzed cyclopropane C-H activation followed by olefination and indole-vinylcyclopropane rearrangement is reported. The design of the chiral cyclopropane precursor was such that both enantiomeric cyclohepta[b]indoles were accessed from a single compound exhibiting a "hidden" symmetry plane. The scope of the method was demonstrated by varying the substituents on the cyclopropane as well as on the heterocycle itself.

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