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Extensive Studies on the AIEt3/THF-Promoted Diastereoselective Tandem Rearrangement/Reduction of a-Hydroxy (Amino) Heterocyclopropane: An Efficient Approach to 2-Quaternary 1,3-Diheteroatom Units
引用本文:李心,王保民,赵学智,高栓虎,涂永强,李得润.Extensive Studies on the AIEt3/THF-Promoted Diastereoselective Tandem Rearrangement/Reduction of a-Hydroxy (Amino) Heterocyclopropane: An Efficient Approach to 2-Quaternary 1,3-Diheteroatom Units[J].中国化学,2004,22(10):1177-1182.
作者姓名:李心  王保民  赵学智  高栓虎  涂永强  李得润
作者单位:DepartmentofChemistry&StateKeyLaboratoryofAppliedOrganicChemistry,LanzhouUniversity,Lanzhou,Gansu730000,China
摘    要: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 α-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.

关 键 词:三乙基铝  级联反应  四氢呋喃  非对映选择性  氨基醇  1  3-二醇  重整反应  还原反应  a-羟基(氨基)杂环丙烷

Extensive Studies on the AlEt3/THF‐promoted diastereoselective tandem rearrangement/reduction of α‐Hydroxy (amino) heterocyclopropane: An efficient approach to 2‐quaternary 1,3‐diheteroatom units
Xin Li,Bao‐Min Wang,Xue‐Zhi Zhao,Shuan‐Hu Gao,Yong‐Qiang Tu,De‐Run Li.Extensive Studies on the AlEt3/THF‐promoted diastereoselective tandem rearrangement/reduction of α‐Hydroxy (amino) heterocyclopropane: An efficient approach to 2‐quaternary 1,3‐diheteroatom units[J].Chinese Journal of Chemistry,2004,22(10):1177-1182.
Authors:Xin Li  Bao‐Min Wang  Xue‐Zhi Zhao  Shuan‐Hu Gao  Yong‐Qiang Tu  De‐Run Li
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 α‐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.
Keywords:triethyl aluminium  tandem reaction  quaternary carbon  diastereoselectivity  amino alcohol
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