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    Elaboration of an Enzymatically-Derived Chiral Fragment via Olefin Cross Metathesis: A Novel Strategy for the Synthesis of Polyhydroxylated Pyrrolidines Chris Finlayson, Andrew Pace, and Kathryn Watts

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    Author
    Finlayson, Chris; Pace, Andrew
    Issue
    urc_student; urc_student
    Date
    2005-01-01 0:00
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    URI
    https://scholar.oxy.edu/handle/20.500.12711/581
    Abstract
    Anisomycin, a biologically important pyrrolidine, was formally synthesized using a strategy incorporating the enantioselectivity of oxynitrilase, the power of olefin cross metathesis, and the rich chemistry of palladium pi-allyls. Overall, this coupled methodology afforded a strategic anisomycin intermediate in excellent chemical and optical yields (&gt;95% ee). An olefin cross-metathesis reaction between an enzyme-derived chiral fragment and other functionalized alkenes extends the versatility of oxynitrilase in synthesis.<i style="mso-bidi-font-style:normal">
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