期刊
ORGANIC LETTERS
卷 18, 期 16, 页码 3948-3951出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01654
关键词
-
资金
- National Natural Science Foundation of China [U1502223, 21402212]
An efficient reaction tool box was developed for the synthesis of skeletally diverse and stereochemically complex templates for a small-molecule library based on the common synthon Q, which was prepared from hemslecin A in four steps. The reaction tool box comprises three acid promoted rearrangements: semipinacol, Wagner-Meerwein, and cyclopropylmethyl cation rearrangements. More,importantly, a Mn-mediated C-H oxidation was developed to achieve a high level of complexity, which provides a new entry for C-H functionalization of inert angular methyl groups in the chemistry of triterpenes. Our reaction-discovery strategy based on hemslecin A provides a basis for the inherent chemistry of triterpenes and could be applied for the further transformation of triterpenes.
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