Secondary stereocontrolling interactions in chiral Brønsted acid catalysis: study of a Petasis–Ferrier-type rearrangement catalyzed by chiral phosphoric acids
Chemical Science2014Vol. 5(9), pp. 3515–3523
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Kyohei Kanomata, Yasunori Toda, Yukihiro Shibata, Masahiro Yamanaka, Seiji Tsuzuki, Ilya D. Gridnev, Masahiro Terada
Abstract
Guided by computational studies, the involvement of non-classical C–H⋯O hydrogen bonds and π–π stacking interactions were found to be crucial for high stereocontrol in a chiral phosphoric acid-catalyzed reaction.
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