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  • Title: Stereoselective construction of 2,6-cis-disubstituted tetrahydropyrans via intramolecular amide enolate alkylation: total synthesis of (-)-centrolobine.
    Author: Latif M, Yun JI, Seshadri K, Kim HR, Park CH, Park H, Kim H, Lee J.
    Journal: J Org Chem; 2015 Mar 20; 80(6):3315-20. PubMed ID: 25723100.
    Abstract:
    A highly stereoselective construction of 2,6-cis-disubstituted tetrahydropyrans was achieved by using an intramolecular amide enolate alkylation with KHMDS. The efficiency and practicality of this methodology was successfully demonstrated in the total synthesis of (-)-centrolobine (1).
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