Asymmetric Epoxidation Using Iminium Salt Organocatalysts Featuring Dynamically Controlled Atropoisomerism

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Title		Asymmetric Epoxidation Using Iminium Salt Organocatalysts Featuring Dynamically Controlled Atropoisomerism
Authors		Bulman Page, Philip C. Bartlett, Christopher J. Chan, Yohan Day, David Parker, Phillip Buckley, Benjamin R. Rassias, Geracimos A. Slawin, Alexandra M. Z. Allin, Steven M. Lacour, Jérôme Pinto, André show all authors [1 - 11]
Published in		Journal of Organic Chemistry. 2012, vol. 77, no. 14, p. 6128-6138
Abstract		Introduction of a pseudoaxial substituent at a stereogenic center adjacent to the nitrogen atom in binaphthyl- and biphenyl-derived azepinium salt organocatalysts affords improved enantioselectivities and yields in the epoxidation of unfunctionalized alkenes. In the biphenyl-derived catalysts, the atropoisomerism at the biphenyl axis is controlled by the interaction of this substituent with the chiral substituent at nitrogen.
Identifiers		DOI: 10.1021/jo300915u
Full text		Article (Published version) (1.1 MB) - Limited access to UNIGE Other version: http://pubs.acs.org/doi/abs/10.1021/jo300915u
Structures		Faculté des sciences / Section de chimie et biochimie / Département de chimie organique
Citation (ISO format)		BULMAN PAGE, Philip C. et al. Asymmetric Epoxidation Using Iminium Salt Organocatalysts Featuring Dynamically Controlled Atropoisomerism. In: Journal of Organic Chemistry, 2012, vol. 77, n° 14, p. 6128-6138. https://archive-ouverte.unige.ch/unige:21933