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An Experimental Stereoselective Photochemical [1s,3s]-Sigmatropic Silyl Shift and the Existence of Silyl/Allyl Conical Intersections.

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Published in 2020 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.9b11579

Abstract: We report an experimental discovery and computational investigation of the first photochemical stereoselective [1,3]-sigmatropic silyl shift of an allylsilane. An organocatalytic enantioselective cascade annulation generates a trimethylsilyl-o-isotoluene reactant in >99:1 e.r., and this trimethylsilyl-o-isotoluene contains… read more here.

Keywords: silyl shift; silyl; sigmatropic silyl; silyl allyl ... See more keywords