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Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis †

2-Piperidineethanol (1) and its corresponding N-protected aldehyde (2) were used for the synthesis of several natural and synthetic compounds. The existence of a stereocenter at position 2 of the piperidine skeleton and the presence of an easily-functionalized group, such as the alcohol, set 1 as a...

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Autores principales: Perdicchia, Dario, Christodoulou, Michael S., Fumagalli, Gaia, Calogero, Francesco, Marucci, Cristina, Passarella, Daniele
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4730264/
https://www.ncbi.nlm.nih.gov/pubmed/26712740
http://dx.doi.org/10.3390/ijms17010017
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author Perdicchia, Dario
Christodoulou, Michael S.
Fumagalli, Gaia
Calogero, Francesco
Marucci, Cristina
Passarella, Daniele
author_facet Perdicchia, Dario
Christodoulou, Michael S.
Fumagalli, Gaia
Calogero, Francesco
Marucci, Cristina
Passarella, Daniele
author_sort Perdicchia, Dario
collection PubMed
description 2-Piperidineethanol (1) and its corresponding N-protected aldehyde (2) were used for the synthesis of several natural and synthetic compounds. The existence of a stereocenter at position 2 of the piperidine skeleton and the presence of an easily-functionalized group, such as the alcohol, set 1 as a valuable starting material for enantioselective synthesis. Herein, are presented both synthetic and enzymatic methods for the resolution of the racemic 1, as well as an overview of synthesized natural products starting from the enantiopure 1.
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spelling pubmed-47302642016-02-11 Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis † Perdicchia, Dario Christodoulou, Michael S. Fumagalli, Gaia Calogero, Francesco Marucci, Cristina Passarella, Daniele Int J Mol Sci Review 2-Piperidineethanol (1) and its corresponding N-protected aldehyde (2) were used for the synthesis of several natural and synthetic compounds. The existence of a stereocenter at position 2 of the piperidine skeleton and the presence of an easily-functionalized group, such as the alcohol, set 1 as a valuable starting material for enantioselective synthesis. Herein, are presented both synthetic and enzymatic methods for the resolution of the racemic 1, as well as an overview of synthesized natural products starting from the enantiopure 1. MDPI 2015-12-24 /pmc/articles/PMC4730264/ /pubmed/26712740 http://dx.doi.org/10.3390/ijms17010017 Text en © 2015 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons by Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Perdicchia, Dario
Christodoulou, Michael S.
Fumagalli, Gaia
Calogero, Francesco
Marucci, Cristina
Passarella, Daniele
Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis †
title Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis †
title_full Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis †
title_fullStr Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis †
title_full_unstemmed Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis †
title_short Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis †
title_sort enzymatic kinetic resolution of 2-piperidineethanol for the enantioselective targeted and diversity oriented synthesis †
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4730264/
https://www.ncbi.nlm.nih.gov/pubmed/26712740
http://dx.doi.org/10.3390/ijms17010017
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