Intermolecular 1,3-Dipolar Cycloaddition Reactions of Chiral Cyclic Nitrones with Alkenes

LUO Yongchun; CHENG Ruiling; XU Pengfei

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Intermolecular 1,3-Dipolar Cycloaddition Reactions of Chiral Cyclic Nitrones with Alkenes

LUO Yongchun #,CHENG Ruiling,XU Pengfei *

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000

*Correspondence author

#Submitted by

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Funding: Specialized Research Fund for the Doctoral Program of Higher Education（No.20110211120017）

Opened online: 4 December 2015

Accepted by: none

Citation: LUO Yongchun,CHENG Ruiling,XU Pengfei.Intermolecular 1,3-Dipolar Cycloaddition Reactions of Chiral Cyclic Nitrones with Alkenes[OL]. [ 4 December 2015] http://en.paper.edu.cn/en_releasepaper/content/4665101

A efficient 1,3-dipolar cycloaddition reaction between the new chiral cyclic nitrones and alkenes was studied. After the optimization of reaction conditions, a series of valuable chiral isoxazolidine products were prepared with high yields. The structre of the products was characterized by NMR, IR and HR Ms. In addition, according to the analysis of the reaction's transition state, the stereoselevtivity of this cycloaddition and the absolute configuration of cycloadducts was explained reasonably.

Keywords:Organic synthesis; Nitrone; 1,3-Dipolar Cycloaddition; Isoxazolidine

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