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.
Enzymatic kinetic resolution of 2-piperidineethanol for the enantioselective targeted and diversity oriented synthesis / D. Perdicchia, M.S. Christodoulou, G. Fumagalli, F. Calogero, C. Marucci, D. Passarella. - In: INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES. - ISSN 1661-6596. - 17:1(2016), pp. 17.1-17.15.
|Titolo:||Enzymatic kinetic resolution of 2-piperidineethanol for the enantioselective targeted and diversity oriented synthesis|
PERDICCHIA, DARIO (Corresponding)
MARUCCI, CRISTINA (Penultimo)
PASSARELLA, DANIELE (Ultimo)
|Parole Chiave:||2-piperidineethanol; Alkaloid synthesis; Enzymatic resolution; Piperidine alkaloids; Physical and Theoretical Chemistry; Organic Chemistry; Spectroscopy; Inorganic Chemistry; Catalysis; Molecular Biology; Computer Science Applications1707 Computer Vision and Pattern Recognition|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
Settore CHIM/08 - Chimica Farmaceutica
|Data di pubblicazione:||2016|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.3390/ijms17010017|
|Appare nelle tipologie:||01 - Articolo su periodico|