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-disub- stituted indolenine cores, a dearomatization/hydrogen transfer cascade sequence is also presented as a new synthetic shortcut toward highly enantiomerically enriched indolines

Metal-Free Enantioselective Electrophilic Activation of Allenamides: Stereoselective Dearomatization of Indoles

ROMANO, CIRO;JIA, MINQIANG;MONARI, MAGDA;MANONI, ELISABETTA;BANDINI, MARCO
2014

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-disub- stituted indolenine cores, a dearomatization/hydrogen transfer cascade sequence is also presented as a new synthetic shortcut toward highly enantiomerically enriched indolines
2014
Ciro Romano; Minqiang Jia; Magda Monari; Elisabetta Manoni; Marco Bandini
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/388670
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