Search

A novel Lewis acid catalyzed formalintramolecular [3 + 3] cross-cycloaddition(IMCC) of cyclopropane 1,1-diesters has been successfully developed.This supplies an efficient and conceptually new strategy for constructionof bridged bicyclo[2.2.2]octane skeletons. This [3 + 3]IMCC couldbe run up to gram scale and from easily prepared starting materials.This [3 + 3]IMCC, together with our previously reported [3 + 2]IMCCstrategy, can afford either the bicyclo[2.2.2]octane or bicyclo[3.2.1]octaneskeletons from the similar starting materials by regulating the substituentson vinyl group. [ABSTRACT FROM AUTHOR]

A tandem isomerization/intramolecular[3 + 2] cross-cycloaddition(IMCC) of cyclopropane 1,1-diesters with α,β-unsaturatedketones/aldehydes under a cooperative catalysis of photo and Lewisacids has been successfully developed. This supplied a general andefficient strategy for construction of medium-sized carbocyclic (8-,9-, and 10-membered) skeletons as well as such carbocycle-based bridgedoxa-bicyclo[n.2.1] (n= 4–6)skeletons. [ABSTRACT FROM AUTHOR]