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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doaj-13f3e8811c0148e4aded313aea9467832020-11-24T23:26:37ZengMDPI AGInternational Journal of Molecular Sciences1422-00672015-12-011711710.3390/ijms17010017ijms17010017Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented SynthesisDario Perdicchia0Michael S. Christodoulou1Gaia Fumagalli2Francesco Calogero3Cristina Marucci4Daniele Passarella5Dipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, ItalyDipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, ItalyDipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, ItalyDipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, ItalyDipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, ItalyDipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy2-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.http://www.mdpi.com/1422-0067/17/1/172-piperidineethanolpiperidine alkaloidsenzymatic resolutionalkaloid synthesis |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Dario Perdicchia Michael S. Christodoulou Gaia Fumagalli Francesco Calogero Cristina Marucci Daniele Passarella |
spellingShingle |
Dario Perdicchia Michael S. Christodoulou Gaia Fumagalli Francesco Calogero Cristina Marucci Daniele Passarella Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis International Journal of Molecular Sciences 2-piperidineethanol piperidine alkaloids enzymatic resolution alkaloid synthesis |
author_facet |
Dario Perdicchia Michael S. Christodoulou Gaia Fumagalli Francesco Calogero Cristina Marucci Daniele Passarella |
author_sort |
Dario Perdicchia |
title |
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_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_sort |
enzymatic kinetic resolution of 2-piperidineethanol for the enantioselective targeted and diversity oriented synthesis |
publisher |
MDPI AG |
series |
International Journal of Molecular Sciences |
issn |
1422-0067 |
publishDate |
2015-12-01 |
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. |
topic |
2-piperidineethanol piperidine alkaloids enzymatic resolution alkaloid synthesis |
url |
http://www.mdpi.com/1422-0067/17/1/17 |
work_keys_str_mv |
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