title: Enzymatic Kinetic Resolution of 2-Piperidineethanol for the Enantioselective Targeted and Diversity Oriented Synthesis.
abstract: 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.
authors.affiliation: Dipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy. dario.perdicchia@unimi.it.
authors.forename: Dario
authors.initials: D
authors.lastname: Perdicchia
authors.affiliation: Dipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy. michalis.christ@gmail.com.
authors.forename: Michael S
authors.initials: MS
authors.lastname: Christodoulou
authors.affiliation: Dipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy. gaia.fumagalli@unimi.it.
authors.forename: Gaia
authors.initials: G
authors.lastname: Fumagalli
authors.affiliation: Dipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy. fcalogero87@gmail.com.
authors.forename: Francesco
authors.initials: F
authors.lastname: Calogero
authors.affiliation: Dipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy. cristina.marucci@unimi.it.
authors.forename: Cristina
authors.initials: C
authors.lastname: Marucci
authors.affiliation: Dipartimento di Chimica, Universita degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy. daniele.passarella@unimi.it.
authors.forename: Daniele
authors.initials: D
authors.lastname: Passarella
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D055162:Biocatalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D000431:Ethanol / Q000031:analogs & derivatives*; D007700:Kinetics; D010880:Piperidines / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D010880:Piperidines; D000431:Ethanol; C032727:piperidine
keywords: 2-piperidineethanol; alkaloid synthesis; enzymatic resolution; piperidine alkaloids