A Direct Approach to Orthogonally Protected α-Amino Aldehydes.
Richard LambVincent L Revil-BaudardSamir Z ZardPublished in: Organic letters (2019)
O-Neopentyl-xanthate 19 bearing a masked α-amino aldehyde, with the two functional groups orthogonally protected, reacts cleanly with many functional alkenes. The radical addition-transfer furnishes densely functionalized adducts that can be further transformed into an array of amino-substituted carbocycles and heteroaromatics. They are also easily converted into imidazolones.