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  • Title: Hiyama cross-coupling reaction in the stereospecific synthesis of retinoids.
    Author: Montenegro J, Bergueiro J, Saá C, López S.
    Journal: Org Lett; 2009 Jan 01; 11(1):141-4. PubMed ID: 19067594.
    Abstract:
    The first application of the Hiyama reaction to the synthesis of retinoids is reported. A range of organosilicon moieties (siloxanes, silanols and three kinds of "safety-catch" silanols) were successfully coupled, under activation, to obtain trans-retinol or 11-cis-retinol with high yield and stereoselectivity. The advantageous properties of the silicon-based coupling partners and the mild reaction conditions firmly establish the Hiyama reaction as a viable (even superior) alternative to the traditional Suzuki and Stille couplings in the retinoid field.
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