Asymmetric Mannich-type reactions for the synthesis of aspartic acid derivatives from chiral N-tert-butanesulfinylimino esters |
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Authors: | Jacobsen Mikkel F Skrydstrup Troels |
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Institution: | Department of Chemistry, University of Aarhus, Langelandsgade 140, 8000 Aarhus C, Denmark. |
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Abstract: | Addition of ketene acetals to sulfinimines derived from homochiral N-tert-butanesulfinamide using various Lewis acids furnishes derivatives of aspartic acid in diastereomeric ratios up to 97:3. Following an easy removal of the N-tert-butanesulfinyl chiral auxiliary, optical active beta-amino esters are obtained. |
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