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  • Title: Stereoselective synthesis of E,Z-configured 1,3-dienes by ring-closing metathesis. Application to the total synthesis of lactimidomycin.
    Author: Gallenkamp D, Fürstner A.
    Journal: J Am Chem Soc; 2011 Jun 22; 133(24):9232-5. PubMed ID: 21604689.
    Abstract:
    Strategic positioning of a silyl group on the diene unit of a diene-ene substrate allows rigorous regio- and stereocontrol to be exerted during metathesis-based macrocyclization reactions. The versatility of this concise approach to E,Z-configured 1,3-dienes of ring sizes of 12 or larger is demonstrated by an application to the total synthesis of lactimidomycin, a potent translation and cell-migration inhibitor.
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