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Dibromomethane as one-carbon source in organic synthesis: total synthesis of (±)-canadensolide
Authors:Yung-Son Hon  Cheng-Han Hsieh
Affiliation:a Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi 62102, Taiwan, ROC
b Institute of Chemistry, Academia Sinica, Nankang, Taipei 11529, Taiwan, ROC
Abstract:
A diastereoselective total synthesis of (±)-canadensolide is described. The key step is to introduce the α-methylene group by the ozonolysis of mono-substituted alkenes followed by reaction with a preheated mixture of CH2Br2-Et2NH.
Keywords:Canadensolide   α-Methylene-γ-butyrolactones   Bislactones   α-Methylenation
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