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Development of Organocatalytic Darzens Reactions Exploiting the Cyclopropenimine Superbase

Lops, Carmine
•
Pasquato, Lucia
•
Pengo, Paolo
2024
  • journal article

Periodico
MOLECULES
Abstract
: A truly organocatalytic approach to the Darzens reaction affording α,β-epoxy carbonyl compounds in good yields was developed taking advantage of the high basic strength and low nucleophilicity of cyclopropenimine superbases. The catalytic active free base can easily be generated in situ from its hydrochloride salt and maintained in the active deprotonated form by performing the reactions in a heterogeneous reaction system in the presence of excess potassium carbonate as a sacrificial base.
DOI
10.3390/molecules29184350
WOS
WOS:001326347500001
Archivio
https://hdl.handle.net/11368/3098423
info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-85205082759
https://www.mdpi.com/1420-3049/29/18/4350
Diritti
open access
license:creative commons
license:creative commons
license uri:http://creativecommons.org/licenses/by/4.0/
license uri:http://creativecommons.org/licenses/by/4.0/
FVG url
https://arts.units.it/bitstream/11368/3098423/1/2024_molecules-29-04350.pdf
Soggetti
  • Alfa-halo ester

  • carbon nucleophile

  • organocatalysi

  • α,β-epoxy ester

  • α-halo carbonyl compo...

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