| An Efficient Method for Catalytic Asymmetric Reduction of Diketones and Application of Synthesis to Chiral 2,5- Diphenylpyrrolidine and 2,5-Diphenylthiolane |
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| 作者姓名： | 李响 赵刚 曹卫国 |
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| 作者单位： | Shanghai Institute of Organic Chemistry Chinese Academy of Sciences，Shanghai 200032，China Department of Chemistry，Shanghai University，Shanghai 200436，China，Shanghai Institute of Organic Chemistry，Chinese Academy of Sciences，Shanghai 200032，China，Department of Chemistry，Shanghai University，Shanghai 200436，China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China(Nos.20525208,20532040,20390050). |
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| 摘 要： | Asymmetric reduction of diketones with borane reagents generated in situ using cheap and available NaBH_4 andSnCl_2 in the presence of(S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol was successfully achieved to yield the corre-sponding chiral diols with excellent stereoselectivity and enantioselectivity.And the chiral diol was transformedinto optically pure C_2-symmetricl chiral amine or thioether.
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| 关 键 词： | 不对称还原 手性二醇 手性2 5-联苯吡咯烷 手性2 5-联苯硫烷 二酮 |
| 收稿时间： | 2006-02-28 |
| 修稿时间： | 2006-02-282006-06-12 |
An Efficient Method for Catalytic Asymmetric Reduction of Diketones and Application of Synthesis to Chiral 2,5- Diphenylpyrrolidine and 2,5-Diphenylthiolane |
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| LI Xiang, ZHAO Gang, CAO Wei-Guo.An Efficient Method for Catalytic Asymmetric Reduction of Diketones and Application of Synthesis to Chiral 2,5- Diphenylpyrrolidine and 2,5-Diphenylthiolane[J].Chinese Journal of Chemistry,2006,24(10):1402-1405. |
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| Authors: | LI Xiang ZHAO Gang CAO Wei-Guo |
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| Institution: | 1. Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China; 2. Department of Chemistry, Shanghai University, Shanghai 200436, China |
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| Abstract: | Asymmetric reduction of diketones with borane reagents generated in situ using cheap and available NaBH4 and SnCl2 in the presence of (S)‐(?)‐α,α‐diphenyl‐2‐pyrrolidinemethanol was successfully achieved to yield the corresponding chiral diols with excellent stereoselectivity and enantioselectivity. And the chiral diol was transformed into optically pure C2‐symmetricl chiral amine or thioether. |
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| Keywords: | asymmetric reduction chiral diol chiral 2 5-diphenylpyrrolidine chiral 2 5-diphenylthiolane |
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