Title | Asymmetric Total Synthesis of (+)-Fusarisetin A via the Intramolecular Pauson-Khand Reaction |
Authors | Huang, Jun Fang, Lichao Long, Rong Shi, Li-Li Shen, Hong-Juan Li, Chuang-chuang Yang, Zhen |
Affiliation | Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China. Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, 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. |
Keywords | ABSOLUTE-CONFIGURATION N-OXIDE ACID CONSTRUCTION DERIVATIVES (-)-FUSARISETIN FUSARISETIN OXIRANES KETONES FUNGUS |
Issue Date | 2013 |
Publisher | organic letters |
Citation | ORGANIC LETTERS.2013,15,(15),4018-4021. |
Abstract | An asymmetic total synthesis of (+)-fusarisetin A has been achieved. The essential to our strategy was the application of the intramolecular Pauson-Khand reaction for the stereoselective construction of the trans-decalin subunit of (+)-fusarisetin A with a unique C16 quarternary chiral center. The developed chemistry offers an alternative to the IMDA reaction that has been used for fusarisetin A, and is applicable to analogue synthesis for biological evaluation. |
URI | http://hdl.handle.net/20.500.11897/190446 |
ISSN | 1523-7060 |
DOI | 10.1021/ol401831w |
Indexed | SCI(E) PubMed |
Appears in Collections: | 化学与分子工程学院 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 |