Zinc‐Catalyzed Enantioselective Dearomative [3+2] Cycloaddition Reaction of 3‐Nitrobenzothiophenes and 3‐Nitrothieno[2,3‐<i>b</i>]yridine with 3‐Isothiocyanato Oxindoles

Abstract

Abstract A highly diastereo‐ and enantioselective dearomative [3+2] cycloaddition reaction of 3‐nitrobenzothiophenes and 3‐nitrothieno[2,3‐ b ]with 3‐isothiocyanato oxindoles is developed. The reaction is catalyzed by the chiral Zn(OTf) 2 /bis(oxazoline, and is the second example of a catalytic asymmetric dearomative cycloaddition reaction of 3‐nitrobenzothiophene derivatives. A range of complex heterocyclic compounds containing three contiguous stereocenters, one of which is spirocyclic center, can be obtained in quantitative yields with excellent stereoselectivities. magnified image