Trimethylsilylketene dialkylacetals in organic synthesis: Reactions with alkyldiazoacetatesстатья
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Дата последнего поиска статьи во внешних источниках: 18 июля 2013 г.
Аннотация:The reaction of trimethylsilylketene dialkylacetals with alkyldiazoacetates in the presence of Cu(acac)(2) or Rh-2(OAc)(4) results in the formation of alkyl-2,2-dialkoxy-3-trimethylsilylcyclopropane-1-carboxylates 3-8. The cycloaddition proceeds stereoselectively, giving exclusively one of two possible diastereomers. Compounds 4 and 6 are transformed by reaction with LiAIH(4), to cyclopropylmethanols 9 and 10 in high yields. All compounds have been characterized by elemental analyses, H-1, C-13 NMR and IR spectroscopy.