| Title | Asymmetric Total Synthesis of Propindilactone G |
| Authors | You, Lin Liang, Xin-Ting Xu, Ling-Min Wang, Yue-Fan Zhang, Jia-Jun Su, Qi Li, Yuan-He Zhang, Bo Yang, Shou-Liang Chen, Jia-Hua Yang, Zhen |
| Affiliation | Peking Univ, Minist Educ, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China. Peking Univ, BNLMS, Beijing 100871, Peoples R China. Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China. Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China. Ocean Univ China, Chinese Minist Educ, Sch Med & Pharm, Key Lab Marine Drugs, Qingdao, Peoples R China. |
| Keywords | PAUSON-KHAND REACTION DIELS-ALDER REACTION PALLADIUM-CATALYZED HYDROGENOLYSIS CARBON QUATERNARY STEREOCENTERS ENANTIOSELECTIVE SYNTHESIS FORMIC-ACID ENOL ETHERS SCHISANDRA KETONES NORTRITERPENOIDS |
| Issue Date | 2015 |
| Publisher | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY |
| Citation | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY.2015,137,(32),10120-10123. |
| Abstract | A concise total synthesis of (+)-propindilactone G, a nortriterpenoid isolated from the stems of Schisandra propingua var. propingua, has been achieved for the first time. The key steps of the synthesis include an asymmetric Diels-Alder reaction, a Pauson-Khand reaction, a Pd-catalyzed reductive hydrogenolysis reaction, and an oxidative heterocoupling reaction. These reactions enabled the synthesis of (+)-propindilactone G in only 20 steps. As a consequence of our synthetic studies, the structure of (+)-propindilactone G has been revised. |
| URI | http://hdl.handle.net/20.500.11897/417150 |
| ISSN | 0002-7863 |
| DOI | 10.1021/jacs.5b06480 |
| Indexed | SCI(E) EI |
| Appears in Collections: | å å¦ä¸ å å å·¥ç¨ å¦é ¢ 生命科学学院 化学生物学与生物技术学院 生物有机与分子工程教育部重点实验室 |
