A new, highly selective method for effective synthesis of boryl silyl ethers (borasiloxanes) via O-borylation of silanols with vinylboronates catalyzed by the Ru-H complexes [RuHCl(CO)(PCy3)2] and [RuHCl(CO)(PPh3)3] is described.

4-Aryl-1,3-dihydroxy-2-naphthoates having the less accessible 1,2,3,4-tetrasubstituted naphthalene scaffold and that show photoluminescence emission from solid state as well in solutions, were selectively synthesized brominated lactol silyl ethers through 1,2-aryl-migrative ring rearrangement reaction.

1,4-Benzoquinone derivatives bearing trifluoromethyl, perfluorobutyl and perfluorohexyl groups were prepared and employed in the deprotection of silyl ethers. The fluorous character of these compounds was examined by measuring the partition coefficient between the fluorous and organic solvents. The benzoquinone derivatives showed significant fluorous character, indicating that they can be recov...

In spite of the enormous importance, reactions of cationic electrophiles with silylated enol ethers have adopted in organic synthesis,* kinetic data on such reactions are rare.u Previously we have reported rate constants for the reactions of alkenes, allylelement compounds, and enol ethers toward chloro-, methyl-, and alkoxy-substituted benxhydryl cation& Because of the high nucleophilicity of ...

Abstract We report a Brønsted acid catalyzed enantioselective silylation of biaryl diols with an allylsilane as silicon source. This process enables facile access to enantioenriched silyl ethers axial stereogenicity. A control experiment supports mechanism proceeding by desymmetrization followed kinetic resolution.

The halo-assisted intramolecular addition of silyl enol ethers with in situ activated lactams yielded (hydroxylated) 1-halo-8-azabicyclo[3,2,1]octane and 1-halo-9-azabicyclo[3,3,1]nonane ring systems, which provided an easy enantioselective access to 6β-silyloxytropane-3-one, 3α,6β-dihydroxytropane, and pervilleine B. The absolute configuration of the natural (-)-pervilleine B was determined to...

A variety of aldehydes and ketones were transformed to their corresponding cyanohydrin silyl ethers in good to excellent yields in the presence of 1-5 mol% of tris(2,4,6-trimethoxyphenyl)phosphine (TTMPP). Cyanohydrin carbonates were also readily prepared using 5-10 mol% of TTMPP as an organocatalyst.

A triflic imide (Tf(2)NH) catalyzed isomerization of kinetically favourable silyl enol ethers into thermodynamically stable ones was developed. We also demonstrated a one-pot catalytic reaction consisting of (2 + 2) cycloaddition and isomerization. In the reaction sequence, Tf(2)NH catalyzes both of the reactions.