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Total Synthesis and Structural Revision of Antibiotic CJ‐16,264 |
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| Authors: | Prof?Dr K C Nicolaou Dr Akshay A Shah Dr Henry Korman Dr Tabrez Khan Dr Lei Shi Dr Wisuttaya Worawalai Prof?Dr Emmanuel A Theodorakis |
| Institution: | 1. Department of Chemistry, BioScience Research Collaborative, Rice University, 6100 Main Street, Houston, TX 77005 (USA);2. Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093 (USA);3. Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) |
| Abstract: | The total synthesis and structural revision of antibiotic CJ‐16,264 is described. Starting with citronellal, the quest for the target molecule featured a novel bis‐transannular Diels–Alder reaction that casted stereoselectively the decalin system and included the synthesis of six isomers before demystification of its true structure. |
| Keywords: | antibiotic natural products structural revision total synthesis transannular Diels– Alder reaction |