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Transition-Metal-Free Reactions of Boronic Acids: 1,3-Stereochemical Induction in the Substrate-Controlled Conjugate Addition

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2013

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American Chemical Society
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Roscales, Silvia, et al. «Transition-Metal-Free Reactions of Boronic Acids: 1,3-Stereochemical Induction in the Substrate-Controlled Conjugate Addition». The Journal of Organic Chemistry, vol. 78, n.o 24, diciembre de 2013, pp. 12825-30. DOI.org (Crossref), https://doi.org/10.1021/jo402262m.

Abstract

The substrate-controlled 1,3-stereoselective conjugate addition of boronic acids and potassium trifluoroborates under metal-free conditions has been developed. This reaction affords bicyclic acetals, which have been used as key intermediates in the stereodivergent synthesis of polysubstituted tetrahydropyrans.

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