Synthesis

Efficient Enantioselective Synthesis of Cα-Methyl Aspartic Acid and 3-Amino-3-methylpyrrolidin-2-one

H Sasaki, EM Carreira

Index: Sasaki, Hiroshi; Carreira, Erick M. Synthesis, 2000 , # 1 p. 135 - 138

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Citation Number: 16

Abstract

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 ...

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