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DOI | 10.1126/science.abb7271 |
Total synthesis of bryostatin 3 | |
Barry M. Trost; Youliang Wang; Andreas K. Buckl; Zhongxing Huang; Minh H. Nguyen; Olesya Kuzmina | |
2020-05-29 | |
发表期刊 | Science |
出版年 | 2020 |
英文摘要 | The bryostatin family of marine natural products has been explored for a wide variety of pharmaceutical applications but remains challenging to source. The general structure comprises a macrocycle that contains three smaller, six-membered rings. Bryostatin 3 is distinguished by the added complexity of a fourth, fused lactone ring. Trost et al. report a convergent synthesis of this complex molecule, taking advantage of alkyne coupling reactions to stitch together three main fragments and asymmetric dihydroxylation and propargylation reactions to set stereochemistry. Science , this issue p. [1007][1] Bryostatins are a family of 21 complex marine natural products with a wide range of potent biological activities. Among all the 21 bryostatins, bryostatin 3 is structurally the most complex. Whereas nine total syntheses of bryostatins have been achieved to date, bryostatin 3 has only been targeted once and required the highest number of steps to synthesize (43 steps in the longest linear sequence and 88 total steps). Here, we report a concise total synthesis of bryostatin 3 using 22 steps in the longest linear sequence and 31 total steps through a highly convergent synthetic plan by the use of highly atom-economical and chemoselective transformations in which alkynes played a major role in reducing step count. [1]: /lookup/doi/10.1126/science.abb7271 |
领域 | 气候变化 ; 资源环境 |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/271761 |
专题 | 气候变化 资源环境科学 |
推荐引用方式 GB/T 7714 | Barry M. Trost,Youliang Wang,Andreas K. Buckl,et al. Total synthesis of bryostatin 3[J]. Science,2020. |
APA | Barry M. Trost,Youliang Wang,Andreas K. Buckl,Zhongxing Huang,Minh H. Nguyen,&Olesya Kuzmina.(2020).Total synthesis of bryostatin 3.Science. |
MLA | Barry M. Trost,et al."Total synthesis of bryostatin 3".Science (2020). |
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