title: Metal-free enantioselective electrophilic activation of allenamides: stereoselective dearomatization of indoles.
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.
authors.affiliation: Department of Chemistry "G. Ciamician", Alma Mater Studiorum, University of Bologna via Selmi 2, 40126 Bologna (Italy) http://www.mbandini-group.com.
authors.forename: Ciro
authors.initials: C
authors.lastname: Romano
authors.forename: Minqiang
authors.initials: M
authors.lastname: Jia
authors.forename: Magda
authors.initials: M
authors.lastname: Monari
authors.forename: Elisabetta
authors.initials: E
authors.lastname: Manoni
authors.forename: Marco
authors.initials: M
authors.lastname: Bandini
keywords: Brønsted acids; dearomatization; enantioselectivity; homogeneous catalysis; indoles