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Methyl 1,2‐Shift Rearrangement on C‐ring and Decarboxylation at C28 of Oleanolic Acid Derivatives
Author(s) -
Hu Jun,
Wu Jindan,
Ju Yong
Publication year - 2014
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201300758
Subject(s) - chemistry , decarboxylation , ring (chemistry) , oleanolic acid , derivative (finance) , stereochemistry , sigmatropic reaction , crystal structure , medicinal chemistry , crystallography , organic chemistry , catalysis , medicine , alternative medicine , pathology , financial economics , economics
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.