Literature DB >> 26299334

Synthesis of trifluoromethyl γ-aminophosphonates by nucleophilic aziridine ring opening.

T Cytlak1, M Saweliew, M Kubicki, H Koroniak.   

Abstract

Phosphonated derivatives of trifluoromethyl aziridine were obtained with good yield from aziridine-2-carbaldehyde by two distinct methods, which resulted in different diastereoselectivities. Using thiols as nucleophiles ring opening reactions of trifluoromethylated derivatives of aziridine-2-phosphonates proceeded regio- and diastereoselectively, giving rise to γ-amino-γ-trifluoromethyl phosphonates.

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Year:  2015        PMID: 26299334     DOI: 10.1039/c5ob01411e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  Functionalization of α-hydroxyphosphonates as a convenient route to N-tosyl-α-aminophosphonates.

Authors:  Tomasz Cytlak; Monika Skibińska; Patrycja Kaczmarek; Marcin Kaźmierczak; Magdalena Rapp; Maciej Kubicki; Henryk Koroniak
Journal:  RSC Adv       Date:  2018-03-27       Impact factor: 4.036

Review 2.  Nucleophilic ring opening reactions of aziridines.

Authors:  Rabia Akhtar; Syed Ali Raza Naqvi; Ameer Fawad Zahoor; Sameera Saleem
Journal:  Mol Divers       Date:  2018-05-04       Impact factor: 2.943

3.  Synthesis of β-alkoxy-N-protected phenethylamines via one-pot copper-catalyzed aziridination and ring opening.

Authors:  Jorge Saavedra-Olavarría; Matías Madrid-Rojas; Iriux Almodovar; Patricio Hermosilla-Ibáñez; Edwin G Pérez
Journal:  RSC Adv       Date:  2018-08-06       Impact factor: 4.036

  3 in total

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