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有机化学
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有机化学 ›› 1995, Vol. 15 ›› Issue (1): 39-46. 上一篇    下一篇

研究论文

光学活性N,N-二烷基-β-氨基醇硼烷配合物对酮的不对称还原反应

赵军;周望岳;杨世琰;金道森   

  1. 浙江工业大学化学工程系;中国科学院兰州化学物理研究所
  • 发布日期:1995-02-25

Asymmetric reduction of ketones using optically active N,N-dialkyl-β-aminoalcohol-borane complexes

ZHAO JUN;ZHOU WANGYUE;YANG SHIYAN;JIN DAOSEN   

  • Published:1995-02-25

从天然氨基酸出发制得的九种新的光学活性N,N-二烷基-β-氨基醇,分别与硼烷反应生成相应的手性恶唑硼烷配合物并将其用于不对称还原反应中. 硼烷-手性恶唑硼烷-还原体系能将脂肪酮和芳香酮还原为仲醇, 化学还原收率可达100%,光学收率也比较高.并简单讨论了立体效应, 反应温度和溶剂效应对此还原反应的影响.

关键词: 硼烷类, 还原反应, 不对称, 硼烷, 氨基醇

Nine new optically active N,N-dialkyl-β-aminoalcohlos synthesized from natural amino acids reacted with borane in THF to give chiral oxazoborolidines. The borane modified by chiral oxazoborolidines enantioselectively reduced aliphatic and aromatic ketones to yield sec-alcohlos with 100% yield and medium to high optical yields. Some influences of steric effect, reaction temperature and solvent effects were discussed.

Key words: REDUCTION REACTION, BORANE, BORANES, ASYMMETRY, AMINO ALCOHOL

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