107716-49-4Relevant articles and documents
Selectivite de la scission Si-C dans des composes du type Me3SiCH2Σ; une synthese originale et sure de l'iodoacetate d'ethyle
Bordeau, M.,Djamei, S. M.,Dunogues, J.
, p. 413 - 417 (2007/10/02)
The regiochemistry of the electrophilic cleavage of the SiCsp3 bond in compounds Me3SiCH2Σ (Σ = Me, Pr, Cl, COOEt) and Me3SiCHΣ2 (Σ = Cl) has been investigated using ICl, Me3SiOSO2Cl and HO3SCl as the electrophiles.When Σ = Pr or Cl a regioselective cleavage of the Si-CH3 bond was observed, producing silylated chlorosulfonates or sulfates which often were new compounds.With Σ = COOEt a regiospecific splitting of the Si-CH2COOEt bond was observed.This confirms the synthetic potential of ethyl trimethylsilylacetate.