Enantio- and Diastereoselective Catalytic Mannich-Type Reaction of a Glycine Schiff Base Using a Chiral Two-Center Phase-Transfer Catalyst
Optically active α,β‐diamino acids are prepared under asymmetric phase‐transfer reaction conditions from a glycine Schiff base and N‐protected imines with a tartrate‐derived diammonium salt (TaDiAS) as the phase‐transfer catalyst (see scheme; Boc=tert‐butoxycarbonyl). Chemoselective deprotection of...
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Veröffentlicht in: | Angewandte Chemie International Edition 2005-07, Vol.44 (29), p.4564-4567 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Optically active α,β‐diamino acids are prepared under asymmetric phase‐transfer reaction conditions from a glycine Schiff base and N‐protected imines with a tartrate‐derived diammonium salt (TaDiAS) as the phase‐transfer catalyst (see scheme; Boc=tert‐butoxycarbonyl). Chemoselective deprotection of the N atoms allows straightforward transformations of the α,β‐diamino acid products to be carried out. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.200500927 |