Metal‐Free Enantioselective Electrophilic Activation of Allenamides: Stereoselective Dearomatization of Indoles |
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| Authors: | Ciro Romano Dr Minqiang Jia Prof Magda Monari Elisabetta Manoni Prof Marco Bandini |
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| Institution: | Department of Chemistry “G. Ciamician”, Alma Mater Studiorum, University of Bologna via Selmi 2, 40126 Bologna (Italy) http://www.mbandini‐group.com |
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| Abstract: | The effective and unprecedented chiral BINOL phosphoric acid catalyzed (1–10 mol %) dearomatization of indoles through electrophilic activation of allenamides (ee up to 94 %), is documented. Besides the synthesis of 3,3‐disubstituted indolenine cores, a dearomatization/hydrogen transfer cascade sequence is also presented as a new synthetic shortcut toward highly enantiomerically enriched indolines. |
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| Keywords: | Brø nsted acids dearomatization enantioselectivity homogeneous catalysis indoles |
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