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Citation: Feng Yaqing, Zhang Xiaodong, Zhang Weihong, Zhou Weiyi. Application of 1,3-Dipolar Cycloaddtion in Synthesis of Spiroheterocycles[J]. Chinese Journal of Applied Chemistry, ;1997, 14(5): 5-9. shu

Application of 1,3-Dipolar Cycloaddtion in Synthesis of Spiroheterocycles

1.
1. Department of Applied Chemistry, Tianjin University, Tianjin 300072;
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2. Pharmaceutical Factory, Tianjing 300072;
3.
3. Analysis Center, Tianjin University, Tianjin 300072

Received Date: 13 January 1997
Available Online: 10 July 1997
Fund Project:

A series of heterospirop[4.5] compounds were synthsized by 1,3-dipolar cycloaddition of nitrile oxides to 4,4-methylene-1-methylpiperidine. NMR study showed that only one stereoioisomer was formed selectively. In the consecutive step these were cleaved by hydrogenolysis to V-amino-alcohols, which in a final step were recyclized by insertion of a C-1 unit, giving the target structure.
- dipolar cycloaddition,
- spiro-heterocycle,
- synthesis
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