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Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts
[Image: see text] This account focuses on the application of ω-transaminases, lyases, and oxidases for the preparation of amines considering mainly work from our own lab. Examples are given to access α-chiral primary amines from the corresponding ketones as well as terminal amines from primary alcoh...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2013
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3688330/ https://www.ncbi.nlm.nih.gov/pubmed/23794796 http://dx.doi.org/10.1021/op4000237 |
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author | Kroutil, Wolfgang Fischereder, Eva-Maria Fuchs, Christine S. Lechner, Horst Mutti, Francesco G. Pressnitz, Desiree Rajagopalan, Aashrita Sattler, Johann H. Simon, Robert C. Siirola, Elina |
author_facet | Kroutil, Wolfgang Fischereder, Eva-Maria Fuchs, Christine S. Lechner, Horst Mutti, Francesco G. Pressnitz, Desiree Rajagopalan, Aashrita Sattler, Johann H. Simon, Robert C. Siirola, Elina |
author_sort | Kroutil, Wolfgang |
collection | PubMed |
description | [Image: see text] This account focuses on the application of ω-transaminases, lyases, and oxidases for the preparation of amines considering mainly work from our own lab. Examples are given to access α-chiral primary amines from the corresponding ketones as well as terminal amines from primary alcohols via a two-step biocascade. 2,6-Disubstituted piperidines, as examples for secondary amines, are prepared by biocatalytical regioselective asymmetric monoamination of designated diketones followed by spontaneous ring closure and a subsequent diastereoselective reduction step. Optically pure tert-amines such as berbines and N-methyl benzylisoquinolines are obtained by kinetic resolution via an enantioselective aerobic oxidative C–C bond formation. |
format | Online Article Text |
id | pubmed-3688330 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-36883302013-06-21 Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts Kroutil, Wolfgang Fischereder, Eva-Maria Fuchs, Christine S. Lechner, Horst Mutti, Francesco G. Pressnitz, Desiree Rajagopalan, Aashrita Sattler, Johann H. Simon, Robert C. Siirola, Elina Org Process Res Dev [Image: see text] This account focuses on the application of ω-transaminases, lyases, and oxidases for the preparation of amines considering mainly work from our own lab. Examples are given to access α-chiral primary amines from the corresponding ketones as well as terminal amines from primary alcohols via a two-step biocascade. 2,6-Disubstituted piperidines, as examples for secondary amines, are prepared by biocatalytical regioselective asymmetric monoamination of designated diketones followed by spontaneous ring closure and a subsequent diastereoselective reduction step. Optically pure tert-amines such as berbines and N-methyl benzylisoquinolines are obtained by kinetic resolution via an enantioselective aerobic oxidative C–C bond formation. American Chemical Society 2013-04-22 2013-05-17 /pmc/articles/PMC3688330/ /pubmed/23794796 http://dx.doi.org/10.1021/op4000237 Text en Copyright © 2013 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) |
spellingShingle | Kroutil, Wolfgang Fischereder, Eva-Maria Fuchs, Christine S. Lechner, Horst Mutti, Francesco G. Pressnitz, Desiree Rajagopalan, Aashrita Sattler, Johann H. Simon, Robert C. Siirola, Elina Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts |
title | Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts |
title_full | Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts |
title_fullStr | Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts |
title_full_unstemmed | Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts |
title_short | Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts |
title_sort | asymmetric preparation of prim-, sec-, and tert-amines employing selected biocatalysts |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3688330/ https://www.ncbi.nlm.nih.gov/pubmed/23794796 http://dx.doi.org/10.1021/op4000237 |
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