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  • Title: Asymmetric Mannich-type reactions for the synthesis of aspartic acid derivatives from chiral N-tert-butanesulfinylimino esters.
    Author: Jacobsen MF, Skrydstrup T.
    Journal: J Org Chem; 2003 Sep 05; 68(18):7112-4. PubMed ID: 12946161.
    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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