Abstract

Abstract Tandem reaction of ( E )-1-ethoxy-2-nitroethylene with δ,e-unsaturated alcohols leading to stereoselective trans -fused bicyclic γ-lactones has been developed using a catalytic amount of a Lewis acid such as Yb(OTf) 3 and Ni(ClO 4 ) 2 ·6H 2 O. This process involves the stereoselective tandem transetherification–intramolecular hetero Diels–Alder reaction leading to bicyclic nitronates, and sequential transformation of the nitronate moiety to a lactone functional group under similar reaction conditions in good yields.

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