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Enantioselective selenocyclization via dynamic kinetic resolution of seleniranium ions by hydrogen-bond donor catalysts.

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.

SUBMITTER: Zhang H 

PROVIDER: S-EPMC4277748 | biostudies-literature | 2014 Nov

REPOSITORIES: biostudies-literature

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Enantioselective selenocyclization via dynamic kinetic resolution of seleniranium ions by hydrogen-bond donor catalysts.

Zhang Hu H   Lin Song S   Jacobsen Eric N EN  

Journal of the American Chemical Society 20141112 47

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. ...[more]

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