A sequence of seven reactions (stereocontrolled allylation, Mitsunobu reaction, ring closing metathesis, and amino/amido intramolecular nucleophilic addition) efficiently convert the inexpensive starting 2-piperidine ethanol into a small library of enatiomerically pure nitrogen containing compounds characterized by three new scaffolds that present a relevant diversity. This simple approach encroaches the further exploration of the chemical space.
Stereodivergent Diversity-Oriented Synthesis: Exploiting the Versatility of 2-Piperidine Ethanol / E. Bonandi, P. Marzullo, F. Foschi, D. Perdicchia, L.L. Presti, M. Sironi, S. Pieraccini, G. Gambacorta, J. Saupe, L. Dalla Via, D. Passarella. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2019:25(2019 Jul 07), pp. 4013-4019. [10.1002/ejoc.201900461]
Titolo: | Stereodivergent Diversity-Oriented Synthesis: Exploiting the Versatility of 2-Piperidine Ethanol | |
Autori: | BONANDI, ELISA (Primo) MARZULLO, PAOLA (Secondo) PASSARELLA, DANIELE (Ultimo) (Corresponding) | |
Parole Chiave: | 2-Piperidine ethanol; Diversity-oriented synthesis; Piperidine alkaloids; Piperidine derivatives; Stereodivergent synthesis | |
Settore Scientifico Disciplinare: | Settore CHIM/06 - Chimica Organica | |
Data di pubblicazione: | 7-lug-2019 | |
Rivista: | ||
Tipologia: | Article (author) | |
Data ahead of print / Data di stampa: | 27-giu-2019 | |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1002/ejoc.201900461 | |
Appare nelle tipologie: | 01 - Articolo su periodico |
File in questo prodotto:
File | Descrizione | Tipologia | Licenza | |
---|---|---|---|---|
Passarella manuscript Revised.pdf | articolo principale | Post-print, accepted manuscript ecc. (versione accettata dall'editore) | Open Access Visualizza/Apri | |
Bonandi_et_al-2019-European_Journal_of_Organic_Chemistry.pdf | Publisher's version/PDF | Administrator Richiedi una copia |