Stereocontrolled construction of the trans-tetrahydrofuran units in Annonaceous acetogenins |
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| Institution: | 1. Eastern Connecticut State University, 83 Windham Street, Willimantic, CT 06226–2211, USA;2. Department of Chemistry, University of Houston, Houston, TX 77204–5003, USA;3. Department of Chemistry, Temple University, Philadelphia, PA 19122-6081, USA;1. School of Pharmacy, University of Wisconsin, 777 Highland Avenue, Madison, WI 53705-2222, USA;2. Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou, Guangdong Province 510515, PR China;3. Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA |
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| Abstract: | An efficient synthetic method for the construction of trans-tetrahydrofuran (THF) unit from trans-1,5,9-decatriene was successfully developed by means of Sharpless AD reactions and oxidative cyclizations catalyzed by Co(modp)2 under an oxygen atmosphere. Based on this new synthetic strategy, the trans-mono-THF unit, trans-bis-THF unit and trans-tris-THF unit in Annonaceous acetogenins were smoothly obtained. |
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