Efficient Enantioselective Synthesis of Cα-Methyl Aspartic Acid and 3-Amino-3-methylpyrrolidin-2-one
- 31 December 2000
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 2000 (01) , 135-138
- https://doi.org/10.1055/s-2000-6240
Abstract
The asymmetric dipolar cycloaddition reaction of Me3SiCHN2 and auxiliary-bound methacrylate affords ready entry into optically active substituted pyrazolines. Herein we disclose an unusual alkaline fragmentation reaction of optically active pyrazoline 1 that affords an efficient synthesis of the pharmacologically important 2-methylaspartic acid in good yields. Additionally, in an alternative transformation of the pyrazoline (1), reductive cleavage provides the corresponding 3-amino-3-methylpyrrolidin-2-one.Keywords
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