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Issue 104, 2016, Issue in Progress
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β,β-Dialkyl γ-amino γ-trifluoromethyl alcohols from trifluoromethyl (E)-aldimines by a one-pot solvent-free Mannich-type reaction and subsequent reduction

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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.

Graphical abstract: β,β-Dialkyl γ-amino γ-trifluoromethyl alcohols from trifluoromethyl (E)-aldimines by a one-pot solvent-free Mannich-type reaction and subsequent reduction

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Publication details

The article was received on 08 Sep 2016, accepted on 18 Oct 2016 and first published on 18 Oct 2016


Article type: Paper
DOI: 10.1039/C6RA22507A
Citation: RSC Adv., 2016,6, 101862-101868
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    β,β-Dialkyl γ-amino γ-trifluoromethyl alcohols from trifluoromethyl (E)-aldimines by a one-pot solvent-free Mannich-type reaction and subsequent reduction

    S. Fioravanti, F. Mancinelli, L. Parise, A. Pelagalli, L. Pellacani and L. Trulli, RSC Adv., 2016, 6, 101862
    DOI: 10.1039/C6RA22507A

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