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Paper | Special issue | Vol 47, No. 2, 1998, pp.839-845
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S(N)86
Synthesis of (+)- and (-)-Ethosuximides Utilizing Asymmetric Nitroolefination

Kiyoharu Nishide, Takahiro Katoh, Hitoshi Imazato, and Manabu Node*

*Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8414, Japan

Abstract

Both enantiomers of ethosuximide were synthesized from (S)-(-)- and (R)-(+)-2-methyl-2-[(E)-2-nitroethenyl]-γ-butyrolactones (1), which were obtained by asymmetric nitroolefination of α-methyl-γ-butyrolactone, via the lactone carboxylic acid (3).