Scalable Total Synthesis of rac-JungermannenonesB and C | |
Liu, Weilong ; Li, Houhua ; Cai, Pei-Jun ; Wang, Zhen ; Yu, Zhi-Xiang ; Lei, Xiaoguang | |
刊名 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION |
2016 | |
关键词 | cyclizations dienynes natural products terpenoids total synthesis ENANTIOSELECTIVE TOTAL-SYNTHESIS HOMOALLYL RADICAL REARRANGEMENT 1ST TOTAL-SYNTHESIS (+/-)-METHYL GUMMIFEROLATE KAURANE DITERPENOIDS LYCOPODIUM ALKALOIDS H FUNCTIONALIZATION (-)-MAOECRYSTAL V NATURAL-PRODUCTS MAOECRYSTAL V |
DOI | 10.1002/anie.201511659 |
英文摘要 | Reported is the first scalable synthesis of rac-jungermannenonesB and C starting from the commercially available and inexpensive geraniol in 10 and 9 steps, respectively. The unique jungermannenone framework is rapidly assembled by an unprecedented regioselective 1,6-dienyne reductive cyclization reaction which proceeds through a vinyl radical cyclization/allylic radical isomerization mechanism. DFT calculations explain the high regioselectivity observed in the 1,6-dienyne reductive radical cyclization.; National High Technology Projects 973 [2015CB856200]; NNSFC [21561142002, 21472010, 21232001]; SCI(E); EI; PubMed; ARTICLE; xglei@pku.edu.cn; 9; 3112-3116; 55 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/435174] |
专题 | 化学与分子工程学院 生命科学学院 |
推荐引用方式 GB/T 7714 | Liu, Weilong,Li, Houhua,Cai, Pei-Jun,et al. Scalable Total Synthesis of rac-JungermannenonesB and C[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016. |
APA | Liu, Weilong,Li, Houhua,Cai, Pei-Jun,Wang, Zhen,Yu, Zhi-Xiang,&Lei, Xiaoguang.(2016).Scalable Total Synthesis of rac-JungermannenonesB and C.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. |
MLA | Liu, Weilong,et al."Scalable Total Synthesis of rac-JungermannenonesB and C".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016). |
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