Chiral Anion Catalysis in the Enantioselective 1,4‐Reduction of the 1‐Benzopyrylium Ion as a Reactive Intermediate | Zendy

Terada Masahiro | Zendy; Yamanaka Takuto | Zendy; Toda Yasunori | Zendy

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Chiral Anion Catalysis in the Enantioselective 1,4‐Reduction of the 1‐Benzopyrylium Ion as a Reactive Intermediate

Author(s) -

Terada Masahiro,

Yamanaka Takuto,

Toda Yasunori

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201302486

Subject(s) - enantioselective synthesis , ion , reduction (mathematics) , catalysis , chemistry , combinatorial chemistry , reactive intermediate , organic chemistry , mathematics , geometry

Anionic! Novel chiral anion catalysis of the enantioselective 1,4‐reduction of the 1‐benzopyrylium ion by a chiral phosphoric acid was accomplished with a Hantzsch ester as the reducing agent. The enantioselective reduction established is composed of a two‐step consecutive transformation involving stereoablative loss of the hydroxy group from racemic 2 H ‐chromen‐2‐ol derivatives to generate the achiral 1‐benzopyrylium ion as a reactive key intermediate.

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