Diacetoneglucose as Auxiliary Group for the Asymmetric Hetero‐Diels–Alder Reaction with Nitrosoalkenes

Abstract

Even without complexation effects, sugar auxiliaries can be employed to achieve high asymmetric induction. This is borne out by the highly diastereoselective transformations providing preparatively useful dihydrooxazines 1. The compound 1, R = Ph, was converted into the primary amine 2 (ee > 80%). DAG = diacetoneglucose.