Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

Phenylthiobis trimethylsilyl methane

Preparative Methods synthesized from phenylthiotrimethyl-silylmetbane.  [Pg.411]

Homo-Peterson Alkenation. Styrene oxide reacts with lithio-phenylthiobis(trimethylsilyl)methane to afford cyclopropane-containing products (eq 6)7 This reaction is limited, due to the complexity of its mechanism the alkenation reagent must serve to generate both alkenic and carbenic species. For this reason, only styrene oxide and trimethylsilyloxirane undergo this transformation. [Pg.411]

Vinylsilane Preparation. The most general utility of the title reagent (1) involves Peterson alkenation reactions. Deprotonation of this reagent, followed by addition to carbonyl-containing substrates, affords phenylthiovinylsilanes (eq 1).  [Pg.411]

The reduction of the carbon-sulfur bond in (1) with lithium naphthalenide also produces an alkenation reagent (eq 2). This protocol is limited, however, to use with nonenolizahle ketones and aldehydes. Lithiohis(trimethylsilyl)methane, the active intermediate in this reaction, can also he produced through the deprotonation of bis(trimethylsilyl)methane. [Pg.411]

Methoxycarbonyl Anion Equivalent. The alkylation of lithiophenylthiobis(trimethylsilyl)methane with an alkyl halide, followed by electrochemical oxidation of the resulting thiobis-(sUane), provides a homologated methyl ester (eq 7). The electrochemical oxidation, due to its mild nature, can be tolerated by a wide variety of functional groups. [Pg.411]


See other pages where Phenylthiobis trimethylsilyl methane is mentioned: [Pg.411]    [Pg.411]    [Pg.772]    [Pg.782]    [Pg.852]    [Pg.411]    [Pg.411]    [Pg.772]    [Pg.782]    [Pg.852]    [Pg.412]   


SEARCH



Phenylthiobis methane

© 2024 chempedia.info