Grant T Rice1, M Christina White. 1. Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, USA.
Abstract
A highly selective and general Pd/sulfoxide-catalyzed allylic C-H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving this reactivity under mild conditions is the use of electron-deficient N-nosyl carbamate nucleophiles that are thought to promote functionalization by furnishing higher concentrations of anionic species in situ. The reaction is shown to be orthogonal to classical C-C bond-forming/-reduction sequences as well as nitrene-based C-H amination methods.
A highly selective and general Pd/n class="Chemical">sulfoxide-catalyzed allylic C-H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving this reactivity under mild conditions is the use of electron-deficient N-nosyl carbamate nucleophiles that are thought to promote functionalization by furnishing higher concentrations of anionic species in situ. The reaction is shown to be orthogonal to classical C-C bond-forming/-reduction sequences as well as nitrene-based C-H amination methods.
Authors: Chungen Liang; Florence Collet; Fabien Robert-Peillard; Paul Müller; Robert H Dodd; Philippe Dauban Journal: J Am Chem Soc Date: 2007-12-12 Impact factor: 15.419
Authors: Xiangbing Ben Qi; Grant T Rice; Manjinder S Lall; Mark S Plummer; M Christina White Journal: Tetrahedron Date: 2010-06-26 Impact factor: 2.457
Authors: Rulin Ma; Jonathon Young; Rossella Promontorio; Friederike M Dannheim; Christopher C Pattillo; M Christina White Journal: J Am Chem Soc Date: 2019-06-05 Impact factor: 15.419
Authors: Christopher C Pattillo; Iulia I Strambeanu; Pilar Calleja; Nicolaas A Vermeulen; Tomokazu Mizuno; M Christina White Journal: J Am Chem Soc Date: 2016-01-25 Impact factor: 15.419