One-pot highly enantioselective catalytic Mannich-type reactions between aldehydes and stable α-amido sulfones: asymmetric synthesis of β-amino aldehydes and β-amino acids

A highly enantioselective catalytic route to carbamate- and benzoate-protected β-amino aldehydes and β-amino acids is presented. The amino acid-catalyzed one-pot asymmetric reaction between unmodified aldehydes and α-amido sulfones gives the corresponding β-amino compounds with up to 95:5 dr and 97–...

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Veröffentlicht in:Tetrahedron letters 2010, Vol.51 (2), p.234-237
Hauptverfasser: Deiana, Luca, Zhao, Gui-Ling, Dziedzic, Pawel, Rios, Ramon, Vesely, Jan, Ekström, Jesper, Córdova, Armando
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Sprache:eng
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Zusammenfassung:A highly enantioselective catalytic route to carbamate- and benzoate-protected β-amino aldehydes and β-amino acids is presented. The amino acid-catalyzed one-pot asymmetric reaction between unmodified aldehydes and α-amido sulfones gives the corresponding β-amino compounds with up to 95:5 dr and 97–>99% ee.
ISSN:0040-4039
1359-8562
1873-3581
DOI:10.1016/j.tetlet.2009.10.130