A facile synthesis of stable β-amino-N-/O-hemiacetals through a catalyst-free three-component Mannich-type reaction

dc.contributor.authorAbonia, Rodrigo
dc.contributor.authorCastillo, Juan C.
dc.contributor.authorGaray, Alexander
dc.contributor.authorInsuasty, Braulio
dc.contributor.authorQuiroga, Jairo
dc.contributor.authorNogueras, Manuel
dc.contributor.authorCobo, Justo
dc.contributor.authorD’Vries, Richard F.
dc.date.accessioned2019-08-06T03:13:54Z
dc.date.available2019-08-06T03:13:54Z
dc.date.issued2017
dc.description.abstractA practical, straightforward and one-step procedure for the synthesis of novel and stable β-amino-N-/O-hemiacetals (i.e γ-aminoalcohols) is provided. The title compounds were obtained in good to excellent yields through an uncatalyzed three-component reaction by treatment of secondary amines with polyformaldehyde and electron-rich alkenes in acetonitrile as solvent at ambient temperature. The reactions proceeded with the formation of iminium ions, through a Mannich-type reaction, as the key intermediates for the generation of the target products. Single crystal X-ray analysis of derivative 4l confirmed unequivocally the structure and stability of the obtained compounds.en_US
dc.identifier.issn0040-4039
dc.identifier.urihttps://repositorio.usc.edu.co/handle/20.500.12421/491
dc.language.isoenen_US
dc.publisherTetrahedron Lettersen_US
dc.subjectMulticomponent reactionsen_US
dc.subjectAminoalcoholsen_US
dc.subjectHemiacetalsen_US
dc.subjectGreen chemistryen_US
dc.subjectMannich-type reactionen_US
dc.titleA facile synthesis of stable β-amino-N-/O-hemiacetals through a catalyst-free three-component Mannich-type reactionen_US
dc.typeArticleen_US

Files

Original bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
A facile synthesis of stable β-amino- N - O -hemiacetals through a catalyst-free three-component Mannich-type reaction.pdf
Size:
954.52 KB
Format:
Adobe Portable Document Format
Description:
License bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
1.71 KB
Format:
Item-specific license agreed upon to submission
Description: