Total Synthesis and Structural Reassignment of Laingolide A |
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| Authors: | Fusong Wu Tao Zhang Jie Yu Yian Guo Tao Ye |
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| Affiliation: | 1.State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen 518055, China; (F.W.); (T.Z.); (J.Y.);2.School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China |
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| Abstract: | The asymmetric total synthesis of four diastereomers of laingolide A was achieved, which led to the unambiguous assignment of the stereochemistry of the natural product. The salient features of the convergent, fully stereocontrolled approach were a copper-catalysed stereospecific Kumada-type coupling, a Julia-Kocienski olefination and an RCM/alkene migration sequence to access the desired macrocyclic enamide. |
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| Keywords: | total synthesis structural reassignment laingolide A |
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