应用化学
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白灵,肖鸽,卓广澜*
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BAI Ling , XIAO Ge, ZHUO Guanglan*
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摘要: 分别以R-α,α-二苯基脯氨醇、(1R,2S)-2-氨基-1,2-二苯基乙醇和(1R,2S)-(-)-1-氨基-2-茚醇为催化剂,以多种硼烷胺配合物为还原剂,由β-氯代苯乙酮不对称合成(S)-3-氯-1-苯基-1-丙醇,收率88.3%~93.8%,e.e.值为81.6%~87.7%。 用硼烷胺配合物代替硼烷-THF和硼烷二甲硫醚,稳定性好,容易计量和安全操作。
关键词: 硼烷胺配合物, CBS催化, (S)-氯苯基丙醇, 氟西汀
Abstract: (S)-3-Chloro-1-phenyl-1-propanol was synthesized asymmetrically by using catalysts (R)-α,α-diphenyl-2-pyrrolidinemethanol, (1R,2S)-2-amino-1,2-diphenylethanol and (1R,2R)-1-amino-2-indanol with amine borane complexes, with a yield of 88.3%~93.8%, ee% 81.6~87.7. These amine borane complexes are more stable and safe than the borane-tetrahydrofuran complex and borane-methyl sulfide complex.
Key words: borane amine complex, CBS catalyst, (S)-chlorophenylpropanol, Fluoxetine
中图分类号:
O622.3
白灵, 肖鸽, 卓广澜. CBS催化硼烷胺配合物不对称还原法制备(S)-3-氯-1-苯基-1-丙醇[J]. 应用化学, DOI: 10.3724/SP.J.1095.2012.00451.
BAI Ling,XIAO Ge, ZHUO Guanglan*. Asymmetric Synthesis of (S)-3-Chloro-1-phenyl-1-propanol Using Borane Amine Complex-CBS as Catalyst[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2012.00451.
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链接本文: http://yyhx.ciac.jl.cn/CN/10.3724/SP.J.1095.2012.00451
http://yyhx.ciac.jl.cn/CN/Y2012/V29/I09/1087