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One-Pot Biocatalytic Cascade Reduction of Cyclic Enimines for the Preparation of Diastereomerically Enriched N-Heterocycles.
Thorpe, Thomas W; France, Scott P; Hussain, Shahed; Marshall, James R; Zawodny, Wojciech; Mangas-Sanchez, Juan; Montgomery, Sarah L; Howard, Roger M; Daniels, David S B; Kumar, Rajesh; Parmeggiani, Fabio; Turner, Nicholas J.
Afiliación
  • Thorpe TW; Manchester Institute of Biotechnology, School of Chemistry , University of Manchester , 131 Princess Street , Manchester M1 7DN , U.K.
  • France SP; Manchester Institute of Biotechnology, School of Chemistry , University of Manchester , 131 Princess Street , Manchester M1 7DN , U.K.
  • Hussain S; Pfizer Worldwide Research and Development , 445 Eastern Point Road , Groton , Connecticut 06340 , United States.
  • Marshall JR; Manchester Institute of Biotechnology, School of Chemistry , University of Manchester , 131 Princess Street , Manchester M1 7DN , U.K.
  • Zawodny W; Manchester Institute of Biotechnology, School of Chemistry , University of Manchester , 131 Princess Street , Manchester M1 7DN , U.K.
  • Mangas-Sanchez J; Manchester Institute of Biotechnology, School of Chemistry , University of Manchester , 131 Princess Street , Manchester M1 7DN , U.K.
  • Montgomery SL; Manchester Institute of Biotechnology, School of Chemistry , University of Manchester , 131 Princess Street , Manchester M1 7DN , U.K.
  • Howard RM; Manchester Institute of Biotechnology, School of Chemistry , University of Manchester , 131 Princess Street , Manchester M1 7DN , U.K.
  • Daniels DSB; Pfizer Worldwide Research and Development , 445 Eastern Point Road , Groton , Connecticut 06340 , United States.
  • Kumar R; Pfizer Worldwide Research and Development Discovery Park , Sandwich, Kent CT13 9NJ , U.K.
  • Parmeggiani F; Pfizer Worldwide Research and Development , 445 Eastern Point Road , Groton , Connecticut 06340 , United States.
  • Turner NJ; Manchester Institute of Biotechnology, School of Chemistry , University of Manchester , 131 Princess Street , Manchester M1 7DN , U.K.
J Am Chem Soc ; 141(49): 19208-19213, 2019 12 11.
Article en En | MEDLINE | ID: mdl-31743008
Ene-reductases (EREDs) catalyze the reduction of electron-deficient C═C bonds. Herein, we report the first example of ERED-catalyzed net reduction of C═C bonds of enimines (α,ß-unsaturated imines). Preliminary studies suggest their hydrolyzed ring-open ω-amino enones are the likely substrates for this step. When combined with imine reductase (IRED)-mediated C═N reduction, the result is an efficient telescoped sequence for the preparation of diastereomerically enriched 2-substituted saturated amine heterocycles.
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Texto completo: 1 Bases de datos: MEDLINE Asunto principal: Oxidorreductasas / Biocatálisis / Compuestos Heterocíclicos / Iminas Idioma: En Revista: J Am Chem Soc Año: 2019 Tipo del documento: Article
Texto completo
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XML
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Texto completo: 1 Bases de datos: MEDLINE Asunto principal: Oxidorreductasas / Biocatálisis / Compuestos Heterocíclicos / Iminas Idioma: En Revista: J Am Chem Soc Año: 2019 Tipo del documento: Article