One-pot highly enantioselective catalytic Mannich-type reactions between aldehydes and stable a-amido sulfones: Asymmetric synthesis of b-amino aldehydes and b-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
Hauptverfasser: Deiana, Luca, Zhao, Gui-Ling, Dziedzic, Pawel, Rios, Ramon, Vesely, Jan, Ekström, Jesper, Córdova, Armando
Format: Artikel
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:1359-8562
0040-4039
DOI:10.1016/j.tetlet.2009.10.130