Key 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.
Peking-Tsinghua Center for Life Sciences, Academy for Advanced Interdisciplinary Studies , Peking University , Beijing 100871 , China.
J Am Chem Soc. 2020 Feb 26;142(8):3675-3679. doi: 10.1021/jacs.9b12882. Epub 2020 Feb 14.
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.
基于关键的光氧化还原偶联反应和随后的局部去对称化操作,实现了(-)-蟾毒素 A 的对映选择性全合成。在高度氧化的甾体骨架的便捷组装之后,进行了一系列精巧的氧化还原操作,以克级规模提供了晚期中间体,并最终以高效的方式得到了(-)-蟾毒素 A。