Title | Formal Total Synthesis of (+/-)-Lycojaponicumin C |
Authors | Zheng, Nan Zhang, Lijie Gong, Jianxian Yang, Zhen |
Affiliation | Peking Univ, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China. Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China. Peking Univ, Beijing Natl Lab Mol Sci, Beijing 100871, Peoples R China. Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China. Peking Univ, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China. Yang, Z (reprint author), Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China. Yang, Z (reprint author), Peking Univ, Beijing Natl Lab Mol Sci, Beijing 100871, Peoples R China. Yang, Z (reprint author), Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China. |
Keywords | CARBON QUATERNARY STEREOCENTERS ASYMMETRIC TOTAL-SYNTHESIS 11-STEP TOTAL-SYNTHESIS LYCOPODIUM ALKALOIDS ENANTIOSELECTIVE SYNTHESIS NATURAL-PRODUCTS DIASTEREOSELECTIVE SYNTHESIS RADICAL CYCLIZATION (-)-MAOECRYSTAL V MAOECRYSTAL V |
Issue Date | 2017 |
Publisher | ORGANIC LETTERS |
Citation | ORGANIC LETTERS.2017,19(11),2921-2924. |
Abstract | The formal total synthesis of (+/-)-lycojaponicumin C has been accomplished. Key transformations include a Rh-catalyzed formal [3 + 2] cycloaddition reaction to construct the bicyclic [3.3.0] scaffold bearing two vicinal quaternary carbon centers, a stereoselective ?-hydroxyl directed Michael addition to introduce the vinyl group at a bulky position, and a late-stage ring-closing metathesis reaction to form the cyclohexanone ring. |
URI | http://hdl.handle.net/20.500.11897/472912 |
ISSN | 1523-7060 |
DOI | 10.1021/acs.orglett.7b01154 |
Indexed | SCI(E) |
Appears in Collections: | 化学生物学与生物技术学院 å å¦ä¸ å å å·¥ç¨ å¦é ¢ 生命科学学院 生物有机与分子工程教育部重点实验室 |