DING Shao-min, WANG Yu-sheng, SONG Hua-fu, CHEN Yu-yan, CHENG Chuan-jie. Reduction of (R,R)1-Benzyl-2,5-Dioxo-3,4-Dihydroxy-Pyrrolidine and a Study on the Reaction MechanismJ. Transactions of Beijing institute of Technology, 2004, (10): 917-919.
Citation: DING Shao-min, WANG Yu-sheng, SONG Hua-fu, CHEN Yu-yan, CHENG Chuan-jie. Reduction of (R,R)1-Benzyl-2,5-Dioxo-3,4-Dihydroxy-Pyrrolidine and a Study on the Reaction MechanismJ. Transactions of Beijing institute of Technology, 2004, (10): 917-919.

Reduction of (R,R)1-Benzyl-2,5-Dioxo-3,4-Dihydroxy-Pyrrolidine and a Study on the Reaction Mechanism

  • Imide (R,R)1-benzyl-2,5-dioxo-3,4-dihydroxy-pyrrolidine was reduced by NaBH<SUB<4</SUB</I<SUB<2</SUB<,NaBH<SUB<4</SUB</BF<SUB<3</SUB< under argon atmosphere at 0 ℃, and by LiAlH<SUB<4</SUB< under argon atmosphere at 35 ℃ separately. Thus the corresponding tertiary-amide (S,S)1-benzyl-3,4-dihydroxy-pyrrolidine was produced, and the yield was 63%,58% and 66%. The melting point of each product was measured and the structure characterized by infrared spectroscopy. The reduction mechanism of diborane and LiAlH<SUB<4</SUB< was finally discussed.
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