Carbon Bond Formation with Silacyclobutanes

Carbon-Carbon Bond Formation with Silacyclobutanes 

Silacyclobutanes react with lithium carbenoids to form silacyclopentanes by inser- 

191 d fhe ring-expansion reaction proceeds with high cis-selectivity. Although use 

The reaction of 191a with oxiranyllithiums as hthium carbenoids gives 2-(l-sil- 

3-Mefhylenesilacyclobutane 195 is more reactive to carbonyl compounds fhan si- 

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Carbon-Carbon Bond Formation with Silacyclobutanes... 

The silicon-carbon bonds of silacyclobutanes are readily activated by Pd and Pt complexes [691]. This notable characteristic has been used for carbon-carbon bond formation using silacyclobutanes [692-695]. The Pd-catalyzed reaction of 191a with alkynes affords silacyclohexenes and allylvinylsilanes (Scheme 10.262) [693]. A plausible mechanism for formation of the cyclic product involves three steps - oxidative addition of 191 a to a Pd(0) species, alkyne insertion into the Si-Pd bond, and reduc-... 

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