Single-operation deracemization of 3H-indolines and tetrahydroquinolines enabled by phase separation.

Lackner, Aaron D; Samant, Andrew V; Toste, F Dean

Lackner, Aaron D; Samant, Andrew V; Toste, F Dean.

Afiliación

Lackner AD; Department of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.

J Am Chem Soc ; 135(38): 14090-3, 2013 Sep 25.

Article en En | MEDLINE | ID: mdl-24025122

RESUMEN

The single-operation deracemization of 3H indolines and tetrahydroquinolines is described. An asymmetric redox approach was employed, in which a phosphoric acid catalyst, oxidant, and reductant are present in the reaction mixture. The simultaneous presence of both oxidant and reductant was enabled by phase separation and resulted in the isolation of highly enantioenriched starting materials in high yields.

Asunto(s)

Indoles/química; Quinolinas/química; Catálisis; Oxidación-Reducción; Ácidos Fosfóricos/química; Estereoisomerismo

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Quinolinas / Indoles Idioma: En Revista: J Am Chem Soc Año: 2013 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

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