| 手性噁唑硼烷催化α-和β-氨基酮不对称还原反应立体选择性的AM1过渡态模型研究 |
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| 引用本文： | 樊建芬,卢运祥,王秋霞. 手性噁唑硼烷催化α-和β-氨基酮不对称还原反应立体选择性的AM1过渡态模型研究[J]. 中国化学, 2005, 23(5): 517-520. DOI: 10.1002/cjoc.200590517 |
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| 作者姓名： | 樊建芬 卢运祥 王秋霞 |
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| 作者单位： | DepartmentofChemistry,SuzhouUniversity,Suzhou,Jiangsu215006,China |
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| 摘 要： | AM1 transition state (TS) models were developed for the enanfioselecfivifies in the reductions of α-and β-aminoketones catalyzed by (S)-4-benzyl-5,5-diphenyl-1,3,2-oxazaborolidine. The result showed that β-aminoketone gave better enanfioselectivity than its α-analog. Different chiralifies of the final products were obtained, R for the former and S for the latter. These semiempirical TS models are consistent with the experimental data.
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| 关 键 词： | β-氨基酮 化学结构 光学特性 合成方法 |
| 收稿时间： | 2004-05-11 |
| 修稿时间： | 2005-01-15 |
AM1 Transition State Modeling for the Enantioselectivities in the Chiral Oxazaborolidine‐Catalyzed Reductions of α‐ and β‐Aminoketones |
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| Fan Jian‐Fen,Lu Yun‐Xiang,Wang Qiu‐Xia,Wu Li‐Fen. AM1 Transition State Modeling for the Enantioselectivities in the Chiral Oxazaborolidine‐Catalyzed Reductions of α‐ and β‐Aminoketones[J]. Chinese Journal of Chemistry, 2005, 23(5): 517-520. DOI: 10.1002/cjoc.200590517 |
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| Authors: | Fan Jian‐Fen Lu Yun‐Xiang Wang Qiu‐Xia Wu Li‐Fen |
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| Abstract: | AM1 transition state (TS) models were developed for the enantioselectivities in the reductions of α‐ and β‐aminoketones catalyzed by (S)‐4‐benzyl‐5,5‐diphenyl‐1,3,2‐oxazaborolidine. The result showed that β‐aminoketone gave better enantioselectivity than its α‐analog. Different chiralities of the final products were obtained, R for the former and S for the latter. These semiempirical TS models are consistent with the experimental data. |
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| Keywords: | AM1 enantioselectivity α‐ and β‐aminoketones reduction chiral oxazaborolidine |
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