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  • Title: Asymmetric synthesis of the tricyclic core of Calyciphylline A-type alkaloids via intramolecular [3 + 2] cycloaddition.
    Author: Wang L, Xu C, Chen L, Hao X, Wang DZ.
    Journal: Org Lett; 2014 Feb 21; 16(4):1076-9. PubMed ID: 24506347.
    Abstract:
    Asymmetric synthesis of the [5-6-7] tricyclic system common to the Calyciphylline A-type alkaloids is reported, featuring Overman rearrangement, Heck cyclization, intramolecular [3 + 2] cycloaddition, diastereoselective hydrogenation, and Claisen rearrangement as strategic events. The approach is capable of installing the crucial carbonyl functionality as well as multiple stereogenic centers within a congested polycyclic ring skeleton.
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