Bu4N(+) Alkoxide-InitiatedAutocatalytic Addition Reactions with.pdf (1.08 MB)
Download fileBu4N(+) Alkoxide-Initiated/Autocatalytic Addition Reactions with Organotrimethylsilanes.
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.
Funding
European Research Association ERA-Chemistry and the Irish Research Council (IRC).
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This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/jo5007637Published Citation
Das M, O'Shea DF. Bu4N(+) Alkoxide-Initiated/Autocatalytic Addition Reactions with Organotrimethylsilanes. Journal of Organic chemistry. 2014;79(12):5595-607.Publication Date
2014-06-20External DOI
PubMed ID
24841115Department/Unit
- Chemistry
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Keywords
CatalysisCations/*chemistryMolecular StructureOrganometallic Compounds/*chemical synthesis/*chemistryOrganosilicon Compounds/*chemical synthesis/chemistryQuaternary Ammonium Compounds/*chemical synthesis/*chemistryQuinolizines/*chemistrySulfur Compounds/*chemistryTrimethylsilyl Compounds/*chemical synthesis/*chemistry
