[$(3aR^*,6aS^*)$-6a-Hydroxy-Asymmetric Synthesis of cyclopenta[b]pyrrole-3a-carboxylate and Determination of Its Stereostructure via NMR Spectrum

$(3aR^*,6aS^*)$-6a-Hydroxy-cyclopenta[b]pyrrole-3a-carboxylate의 부제합성 및 NMR 스텍트럼을 통한 입체구조의 결정

Pyrrolidine-2,3-dione derivative A was synthesized from oxalylation of chiral enamine Ba. The stereostructure of its major diastereomer $(A_{maj})$ was determined as octahydro-2,3-dioxo-6aS-hyd roxy-1-(1S-methoxycarbonyl-2-phenylethyl)-cyclopenta[b]pyrrole-3aR-carboxylic acid ethyl ester Aa by means of NMR spectrum. This result implied that the asymmetric carbon-carbon bond forming reaction occurred preferentially at the ${\beta}-face$ of Ba.