| (-)-(2R,3S)-3-苯基-2,3-环氧丙酸甲酯的不对称合成 |
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| 引用本文： | 林汉森. (-)-(2R,3S)-3-苯基-2,3-环氧丙酸甲酯的不对称合成[J]. 广东药学院学报, 2004, 20(2): 97-98 |
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| 作者姓名： | 林汉森 |
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| 作者单位： | 广东药学院,药物化学教研室,广东,广州,510240 |
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| 摘 要： | 以反式肉桂醇为原料,经Sharpless不对称环氧化,产生所需的两个手性碳(2S,3S)后,产物经氧化、酯化即得标题产 物(-)-(2R,3S)-3-苯基-2,3-环氧丙酸甲酯(1),三步总收率28.4％,所得产物的ee值>95％。
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| 关 键 词： | (-)-(2R 3S)-3-苯基-2 3-环氧丙酸甲酯 中间体 合成 |
| 文章编号： | 1006-8783(2004)02-0097-02 |
| 修稿时间： | 2004-02-10 |
Asymmetric synthesis of (-)-(2R,3S)-3-phenyl-2,3-epoxymethylpropionate |
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| LIN Han-sen. Asymmetric synthesis of (-)-(2R,3S)-3-phenyl-2,3-epoxymethylpropionate[J]. Academic Journal of Guangdong College of Pharmacy, 2004, 20(2): 97-98 |
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| Authors: | LIN Han-sen |
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| Abstract: | Asymmetric synthesis of ( - ) - (2R,3S) - 3 - phenyl - 2,3 - epoxymethylpropionate ( 1 ) by scheme 1 was described. Trans-cinnamyl alcohol was selected as a starting material, sharpless asymmetric epoxydation of tans-cinnamyl alcohol can be carried out in the presence of t-butyl hydroperoxide, using ( + ) - diethyl tartrate as the asymmetric adjuvant, to produce two desired chiral centers(2S,3S). The title product ( - ) - (2R,3S) -3 -phenyl -2,3 -epoxymethylpropionate was obtained by successive oxidation and esterification with the overall of 28.4% ( ee >95% ). |
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| Keywords: | ( - )- (2R 3S) -3 -Phenyl -2 3-epoxymethylpropionate intermediate synthesis |
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