Organocatalytic enantioselective synthesis of β-amino sulfonic acid derivatives

An unprecedented enantioselective conjugate addition reaction of sodium bisulfite to various nitrostyrenes occurred upon the influence of a bifunctional amino-thiourea organocatalyst; a strategy that opens a straightforward route to unprotected chiral taurine derivatives thanks to the reduction of t...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2021-08, Vol.57 (67), p.8348-8351
Hauptverfasser: Deau, Emmanuel, Le Foll, Alexandra, Fouache, Clémence, Corrot, Emilie, Bailly, Laetitia, Levacher, Vincent, Marchand, Pierric, Querniard, Florian, Bischoff, Laurent, Brière, Jean-François
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Sprache:eng
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Zusammenfassung:An unprecedented enantioselective conjugate addition reaction of sodium bisulfite to various nitrostyrenes occurred upon the influence of a bifunctional amino-thiourea organocatalyst; a strategy that opens a straightforward route to unprotected chiral taurine derivatives thanks to the reduction of the obtained β-nitroethanesulfonic acids into the corresponding amino derivatives. An expeditious synthesis of taurine derivatives though a key unprecedented organocatalyzed enantioselective sulfa-Michael addition of bisulfite onto nitrostyrenes.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc03477d