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Title

Asymmetric Epoxidation Using Iminium Salt Organocatalysts Featuring Dynamically Controlled Atropoisomerism

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Bulman Page, Philip C.
Bartlett, Christopher J.
Chan, Yohan
Day, David
Parker, Phillip
Buckley, Benjamin R.
Rassias, Geracimos A.
Slawin, Alexandra M. Z.
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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.
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Other version: http://pubs.acs.org/doi/abs/10.1021/jo300915u
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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

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Deposited on : 2012-07-23

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