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

Hu Zhang | Zendy; Song Lin | Zendy; Eric N. Jacobsen | Zendy

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

Author(s) -

Hu Zhang,

Song Lin,

Eric N. Jacobsen

Publication year - 2014

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja510113s

Subject(s) - chemistry , enantioselective synthesis , squaramide , kinetic resolution , catalysis , hydrogen bond , lewis acids and bases , ion , kinetic energy , organocatalysis , organic chemistry , molecule , physics , quantum mechanics

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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