α‐Metalated Isocyanides in Organic Synthesis. New synthetic methods (6)

Abstract

Abstract α‐Alkali‐metalated isocyanides, which can be obtained from isocyanides and bases, can be used for nucleophilic introduction of (masked) α‐aminoalkyl groups. Intramolecular ring‐closure may then follow if a nucleophile combines at the electron sextet of the isocyanide carbon. Treatment of α‐alkali‐metalated isocyanides with electrophilic agents permits rapid and efficient synthesis of, inter alia , 2‐ and 3‐amino alcohols, straight‐chain, branched, and β‐functional α‐amino acids, olefins, vinyl isocyanides, and of a large number of mainly five‐, but also six‐ and seven‐membered aza‐, diaza‐, oxa‐aza‐, and thia‐aza heterocycles.