| Extensive Studies on the AlEt3/THF-Promoted Diastereoselec-tive Tandem Rearrangement/Reduction of a-Hydroxy (Amino) Heterocyclopropane: An Efficient Approach to 2-Quaternary 1,3-Diheteroatom Units |
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| 作者姓名： | 李心 王保民 赵学智 高栓虎 涂永强 李得润 |
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| 作者单位： | Department of Chemistry & State Key Laboratory of Applied Organic Chemistry，Lanzhou University，Lanzhou，Gansu 730000，China，Department of Chemistry & State Key Laboratory of Applied Organic Chemistry，Lanzhou University，Lanzhou，Gansu 730000，China，Department of Chemistry & State Key Laboratory of Applied Organic Chemistry，Lanzhou University，Lanzhou，Gansu 730000，China，Department of Chemistry & State Key Laboratory of Applied Organic Chemistry，Lanzhou University，Lanzhou，Gansu 730000，China，Department of Chemistry & State Key Laboratory of Applied Organic Chemistry，Lanzhou University，Lanzhou，Gansu 730000，China，Department of Chemistry & State Key Laboratory of Applied Organic Chemistry，Lanzhou University，Lanzhou，Gansu 730000，China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China (Nos. 29925205，29972019 and 203900501). |
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| 摘 要： | Introduction Diastereoselective construction of 1,3-diheteroatom units, especially 1,3-amino alcohols and 1,3-diols, has always been in high demands in synthetic organic chemistry, as they are widely present in many natural products and potent drugs, such as nucleoside antibiot-ics and the HIV protease inhibitors.1,2 They have also been used as chiral ligands for asymmetric catalysts and as synthetic intermediates.3 Although several methods for the construction of 1,3-amino alcohols have been…
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Extensive Studies on the AlEt3/THF-Promoted Diastereoselec-tive Tandem Rearrangement/Reduction of a-Hydroxy (Amino) Heterocyclopropane: An Efficient Approach to 2-Quaternary 1,3-Diheteroatom Units |
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| LI,Xin WANG,Bao-Min ZHAO,Xue-ZhiGAO,Shuan-Hu TU,Yong-Qiang LI,De-Run.Extensive Studies on the AlEt3/THF-Promoted Diastereoselec-tive Tandem Rearrangement/Reduction of a-Hydroxy (Amino) Heterocyclopropane: An Efficient Approach to 2-Quaternary 1,3-Diheteroatom Units[J].Chinese Journal of Chemistry,2004(10). |
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| Authors: | LI Xin WANG Bao-Min ZHAO Xue-ZhiGAO Shuan-Hu TU Yong-Qiang LI De-Run |
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| Institution: | LI,Xin WANG,Bao-Min ZHAO,Xue-ZhiGAO,Shuan-Hu TU,Yong-Qiang LI,De-Run Department of Chemistry & State Key Laboratory of Applied Organic Chemistry,Lanzhou University,Lanzhou,Gansu 730000,China |
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| Abstract: | A facile and highly diastereoselective method for the construction of 2-quaternary 1,3-amino alcohols and 1,3-diols has been developed on the basis of the AlEt3/THF-promoted tandem rearrangement/reductive reaction of a-hydroxy (amino) aziridines (epoxides). The progressive achievement in this article included that both 2-epimers of the units could be constructed from the initially same substrate. Also a stereochemistry assignment we reported previously was corrected. |
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| Keywords: | triethyl aluminium tandem reaction quaternary carbon diastereoselectivity amino alcohol |
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