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Methyl 1,2‐Shift Rearrangement on C‐ring and Decarboxylation at C28 of Oleanolic Acid Derivatives
Authors:Jun Hu  Jindan Wu  Yong Ju
Affiliation:Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084, China
Abstract:A new oleanolic acid derivative with A‐ring lactone, C‐ring rearrangement and decarboxylation at C28 was synthesized, which was confirmed by HRMS, NMR and X‐ray crystal structure. It is the first report about the methyl rearrangement on C‐ring of oleanolic phenylmethyl ester, and the possible mechanism was proposed as the 1,2‐methyl shift.
Keywords:1,2‐methyl shift  trifluoroacetic acid  oleanolic acid
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