| Title | Asymmetric Total Synthesis of Propindilactone G, Part 1: Initial Attempts towards the Synthesis of Schiartanes |
| Authors | Xu, Ling-Ming You, Lin Shan, Zhen-Hua Yu, Ruo-Cheng Zhang, Bo Li, Yuan-He Shi, Ying Chen, Jia-Hua Yang, Zhen |
| Affiliation | Peking Univ, Minist Educ, State Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci BNLMS,Peking Tsinghua Ct, 202 Chengfu Rd, Beijing 100871, Peoples R China. Peking Univ, Dept Chem, 202 Chengfu Rd, 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, Sch Med & Pharm, Chinese Minist Educ, Key Lab Marine Drugs, 5 Yushan Rd, Qingdao, Peoples R China. Peking Univ, Minist Educ, State Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci BNLMS,Peking Tsinghua Ct, 202 Chengfu Rd, Beijing 100871, Peoples R China. Chen, JH Yang, Z (reprint author), Peking Univ, Dept Chem, 202 Chengfu Rd, Beijing 100871, Peoples R China. Yang, Z (reprint author), Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China. Yang, Z (reprint author), Ocean Univ China, Sch Med & Pharm, Chinese Minist Educ, Key Lab Marine Drugs, 5 Yushan Rd, Qingdao, Peoples R China. |
| Keywords | natural products nortriterpenoids propindilactone G synthetic methods total synthesis PAUSON-KHAND REACTION DIASTEREOSELECTIVE TOTAL-SYNTHESIS NORTRITERPENOID NATURAL-PRODUCTS CDEF RING-SYSTEM LANCIFODILACTONE-G STEREOCONTROLLED SYNTHESIS SCHISANDRACEAE FAMILY MICRANDILACTONE-A ABC RING FGH RING |
| Issue Date | 2016 |
| Publisher | CHEMISTRY-AN ASIAN JOURNAL |
| Citation | CHEMISTRY-AN ASIAN JOURNAL.2016,11(9),1406-1413. |
| Abstract | Our first-generation synthetic study towards the total synthesis of propindilactone G (1) and its analogues is reported. The key synthetic steps were an intramolecular Pauson-Khand reaction (PKR) and a vinylogous Mukaiyama reaction (VMAR). The stereoselective synthesis of the CDE ring moiety with an all-carbon quaternary center through a PKR was difficult, whilst a VMAR afforded a product with the opposite stereochemistry at the C20 position on the side chain. These results led us to redesign our synthetic strategy for the total synthesis of compound 1. |
| URI | http://hdl.handle.net/20.500.11897/437280 |
| ISSN | 1861-4728 |
| DOI | 10.1002/asia.201600129 |
| Indexed | SCI(E) EI |
| Appears in Collections: | å å¦ä¸ å å å·¥ç¨ å¦é ¢ 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 |
