4.8 Article

Transition-Metal-Free Stereocomplementary Cross-Coupling of Diols with Boronic Acids as Nucleophiles

Journal

ORGANIC LETTERS
Volume 19, Issue 22, Pages 6236-6239

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03192

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Funding

  1. Spanish government (MICINN) [CTQ2014-52213-R]

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The transition-metal-free diastereoselectiye C(sp(2)) C(sp(3)) cross-coupling between unprotected diols and boronic acids or potassiuin organotrifluoroborates is reported. Depending on the reaction conditions, the syn or the anti reaction products are obtained in a stereocomplementary fashion. This type of coupling is developed with alkenyl-, heteroaryl- and arylboron compounds as carbon nucleophiles.

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