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Cascade Claisen Rearrangement: Rapid Synthesis of Polysubstituted Salicylaldehydes and Total Syntheses of Hemigossypol and Gossypol
Authors:Tongxiang Cao  Yi Kong  Kui Luo  Dr Lianfen Chen  Prof Shifa Zhu
Institution:School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, China
Abstract:A cascade Claisen rearrangement of a well‐organized maltol propargyl ether for the construction of polysubstituted salicylaldehydes is reported. This reaction features high atom economy (100 %), as well as catalyst‐free and gram‐scale conditions. Based on this novel methodology, the total synthesis of hemigossypol, gossypol, and their analogues has been realized.
Keywords:arenes  natural products  rearrangements  synthetic methods  total synthesis
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