The synthesis of trifluoromethylated γ-amino alcohols through an eco-friendly one-pot self-catalysed Mannich-type reaction between N-protected trifluoromethyl aldimines and suitable cyclic or acyclic α,α-dialkyl aldehydes has been developed. Good yields, mild reaction conditions and simple experimental work-up procedures are some of the advantages of this method. Starting from optically pure trifluoromethyl aldimines, target compounds, also having a quaternary stereocentre, can be obtained in good to excellent diastereoselectivities.
β,β-Dialkyl γ-amino γ-trifluoromethyl alcohols from trifluoromethyl (E)-aldimines by a one-pot solvent-free Mannich-type reaction and subsequent reduction / Fioravanti, Stefania; Mancinelli, Federico; Parise, Luca; Pelagalli, Alessia; Pellacani, Lucio; Trulli, Laura. - In: RSC ADVANCES. - ISSN 2046-2069. - STAMPA. - 6:(2016), pp. 101862-101868. [10.1039/C6RA22507A]
β,β-Dialkyl γ-amino γ-trifluoromethyl alcohols from trifluoromethyl (E)-aldimines by a one-pot solvent-free Mannich-type reaction and subsequent reduction
FIORAVANTI, Stefania
Primo
;MANCINELLI, FEDERICOSecondo
;PELAGALLI, ALESSIA;PELLACANI, LucioPenultimo
;TRULLI, LAURAUltimo
2016
Abstract
The synthesis of trifluoromethylated γ-amino alcohols through an eco-friendly one-pot self-catalysed Mannich-type reaction between N-protected trifluoromethyl aldimines and suitable cyclic or acyclic α,α-dialkyl aldehydes has been developed. Good yields, mild reaction conditions and simple experimental work-up procedures are some of the advantages of this method. Starting from optically pure trifluoromethyl aldimines, target compounds, also having a quaternary stereocentre, can be obtained in good to excellent diastereoselectivities.File | Dimensione | Formato | |
---|---|---|---|
Fioravanti_ββ-Dialkyl_2016.pdf
solo gestori archivio
Tipologia:
Versione editoriale (versione pubblicata con il layout dell'editore)
Licenza:
Tutti i diritti riservati (All rights reserved)
Dimensione
537.4 kB
Formato
Adobe PDF
|
537.4 kB | Adobe PDF | Contatta l'autore |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.