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A cascade process involving an S N 2' reaction and an intramolecular oxa-Michael addition has been developed by treating Morita-Baylis-Hillman acetates of nitroalkenes with arenols, such as β-naphthols, α-naphthols, and substituted phenols under basic conditions. The products, arenofurans, are formed as single regioisomers in good to excellent yield in most cases. The methodology has been...
A conceptually unifying approach for a highly enantio- and diastereoselective synthesis of polyfunctionalised octrahydroquinolines incorporating three contiguous chiral centres is reported. The synthesis involves diphenylprolinol silyl ether-catalysed Michael addition of 1,3-cyclohexanedione to nitroalkenes followed by potassium carbonate-promoted aza-Henry reaction with N-tosyl aldimines, intramolecular...
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