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Enantioselective Selenocyclization via Dynamic Kinetic Resolution of Seleniranium Ions by Hydrogen-Bond Donor Catalysts

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4277748.pdf (771.9 KB)

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2014

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10.1021/ja510113s

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American Chemical Society
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Zhang, Hu, Song Lin, and Eric N. Jacobsen. 2014. “Enantioselective Selenocyclization via Dynamic Kinetic Resolution of Seleniranium Ions by Hydrogen-Bond Donor Catalysts.” Journal of the American Chemical Society 136 (47): 16485-16488. doi:10.1021/ja510113s. http://dx.doi.org/10.1021/ja510113s.

Abstract

Highly enantioselective selenocyclization reactions are promoted by the combination of a new chiral squaramide catalyst, a mineral acid, and an achiral Lewis base. Mechanistic studies reveal that the enantioselectivity originates from the dynamic kinetic resolution of seleniranium ions through anion-binding catalysis.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4277748/pdf/

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http://nrs.harvard.edu/urn-3:HUL.InstRepos:23845343

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