Pd-nanoparticle-catalyzed dehydrogenative coupling between various hydrosilanes and alcohols was shown to provide silyl ethers in good and reproducible yields. The synthetic methodology is effective for a wide range of simple and bulky silanes and secondary alcohols, while keeping various other functional groups intact. The procedure also exhibits high selectivity for the silylation of primary versus secondary alcohols in 1,2-diols, and allows the successive silylation of alkynols and hydrogenation of the triple bond to afford Z-alkenols in good yields.
Keywords: Pd nanoparticles; dehydrogenative silylation; hydrogenation; hydrosilane; protecting group.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.