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  • Title: Bu4N+ alkoxide-initiated/autocatalytic addition reactions with organotrimethylsilanes.
    Author: Das M, O'Shea DF.
    Journal: J Org Chem; 2014 Jun 20; 79(12):5595-607. PubMed ID: 24841115.
    Abstract:
    The use of Me3SiO(-)/Bu4N(+) as a general activator of organotrimethylsilanes for addition reactions has been established. The broad scope of the method offers trimethylsilanes (including acetate, allyl, propargyl, benzyl, dithiane, heteroaryl, and aryl derivatives) as bench-stable organometallics that can be readily utilized as carbanion equivalents for synthesis. Reactions are achieved at rt without the requirement of specialized precautions that are commonplace for other organometallics.
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