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Total Synthesis of (-)-Batrachotoxinin A: A Local-Desymmetrization Approach
Yinliang Guo1, Zhixian Guo1, Jia-Tian Lu1
1Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education and Beijing National Laboratory for Molecular Science, College of Chemistry and Molecular Engineering , Peking University , Beijing 100871 , China.
Abstract:
An enantioselective total synthesis of (-)-batrachotoxinin A is accomplished based on a key photoredox coupling reaction and the subsequent local-desymmetrization operation. After the expedient assembly of the highly oxidized steroid skeleton, a delicate sequence of redox manipulations was carried out to deliver a late-stage intermediate on gram scale-and ultimately (-)-batrachotoxinin A in an efficient manner.
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