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  • Title: Total synthesis of (-)-orthodiffenes A and C.
    Author: Liu J, Liu Y, Zhang X, Zhang C, Gao Y, Wang L, Du Y.
    Journal: J Org Chem; 2012 Nov 02; 77(21):9718-23. PubMed ID: 23051061.
    Abstract:
    The efficient and concise synthesis of (-)-orthodiffenes A and C has been accomplished for the first time in eight steps from readily available chiral synthons, D-mannose and D-ethyl lactate. Our work confirmed the complete structure of orthodiffenes A and C, including their absolute stereochemistry. The key steps of our total synthesis involved cis-fused tetrahydrofuran cyclization, one-pot deprotection-lactonization, and intramolecular benzoyl migration according to a biosynthetic hypothesis of orthodiffenes.
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