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(-)-黄葵内酯和麦角酸的全合成:环化/断裂策略。

Total Syntheses of (-)-Hibiscone C and Lysergine: A Cyclization/Fragmentation Strategy.

机构信息

Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, Beijing National Laboratory for Molecular Science, College of Chemistry and Molecular Engineering, and ‡Peking-Tsinghua Center for Life Sciences, Academy for Advanced Interdisciplinary Studies, Peking University , Beijing 100871, China.

出版信息

Org Lett. 2017 Feb 3;19(3):620-623. doi: 10.1021/acs.orglett.6b03778. Epub 2017 Jan 20.

Abstract

The first asymmetric total synthesis of (-)-hibiscone C and a concise synthesis of ergot alkaloid lysergine are described. Both syntheses were achieved using the radical cyclization/fragmentation strategy. This cascade reaction enabled the application of the strained bicycle as a synthon for the synthesis of highly substituted decalins in an efficient and stereoselective manner.

摘要

本文描述了 (-)-蝴蝶酮 C 的首次不对称全合成和麦角生物碱麦角新碱的简洁合成。这两种合成方法均采用自由基环化/断裂策略。该级联反应使受应变的双环体系作为合成高度取代的十氢化萘的合成子,以高效和立体选择性的方式实现。

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