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Concise formal synthesis of (+)-pyripyropene A |
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| Authors: | Tao Li Guangmiao Wu Shangbiao Feng Xiaojun Hu Weiwei Zhang Shouchu Tang Xingang Xie Xuegong She |
| Affiliation: | 1. State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, PR China;2. School of Pharmacy, Lanzhou University, Lanzhou, 730000, PR China |
| Abstract: | A concise enantioselective synthesis of A/B bicyclic segment of naturally occurring α-pyrone meroterpenoid pyripyropene A is achieved in 9 steps (LLS) and 7.5% yield starting from R-(?)-carvone. The significant points of the synthesis include: (1) an intramolecular 1, 3-dipolar cycloaddition reaction to construct the A ring and assemble C4 quaternary carbon stereocenter as well; (2) reductive cleavage of the oxazole motif utilized Raney Ni/B(OCH3)3. |
| Keywords: | Corresponding author. [3+2]-Cycloaddition (+)-Pyripyropene A Formal synthesis |
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