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Divergent total synthesis of aspinolides B,E and J |
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| Authors: | Caizhu Chang Jialin Geng Yuguo Du Qingwei Lv ZhiBing Dong Jun Liu |
| Institution: | 1. State Key Laboratory of Environmental Chemistry and Eco-toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Science, Beijing, 100085, China;2. School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan, 430205, China;3. School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing, 100049, China |
| Abstract: | Stereoselective total synthesis of aspinolides B, E and J, naturally occurring 10-membered lactones, were accomplished by divergent strategies starting from the commercially available 2,3-O-isopropylidene-d-ribose and methyl d-lactate. The synthesis features rapid access to the both key fragments from chiral pool and the formation of 10-membered ring lactones containing trans double bond employing cross-metathesis reaction (CM) and intramolecular Shiina macrolactonization. |
| Keywords: | Corresponding author State Key Laboratory of Environmental Chemistry and Eco-toxicology Research Center for Eco-Environmental Sciences Chinese Academy of Science Beijing 100085 China Aspinolides B E and J 10-Membered lactones Total synthesis Chiral pool |
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