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  • Title: Efficient and selective synthesis of siphonarienolone and related reduced polypropionates via Zr-catalyzed asymmetric carboalumination.
    Author: Magnin-Lachaux M, Tan Z, Liang B, Negishi E.
    Journal: Org Lett; 2004 Apr 29; 6(9):1425-7. PubMed ID: 15101758.
    Abstract:
    [reaction: see text] Siphonarienolone (1) has been synthesized from siphonarienal (3) in 66% over four steps. Synthesis of 3, in turn, has been achieved in two steps (85% combined yield) from 4, prepared from 3-buten-1-ol in seven steps (23% combined yield). Also, a two-step conversion of 3 into siphonarienone (2) is reported.
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