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  • Title: Pd-catalyzed carbonylative lactamization: a novel synthetic approach to FR900482.
    Author: Trost BM, Ameriks MK.
    Journal: Org Lett; 2004 May 27; 6(11):1745-8. PubMed ID: 15151404.
    Abstract:
    An asymmetric synthesis of the benzazocine core of FR900482 has been achieved in 15 steps from 3,5-dinitro-p-toluic acid. Key features of the synthesis include an enantioselective N-methylephedrine-mediated zinc acetylide addition to a highly enolizable arylacetaldehyde and a novel Pd-catalyzed carbonylative lactamization to form an eight-membered ring. [reaction--see text]
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