Pyrrolidinones derived from (S)-pyroglutamic acid. Part 4. alpha,beta-diaminopyrrolidinones

• Published in: Perkin 1 : an international journal of organic and bio-organic chemistry no. 22; pp. 3007 - 3012
• Main Authors: Chan, PWH, Cottrell, IF, Moloney, MG
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 15.11.2001
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; ELECTROPHILIC AMINATION; CYCLOADDITION REACTIONS; ASYMMETRIC-SYNTHESIS; AZIRIDINES; AMINO-ACIDS

The electrophilic amination of a beta -aminolactam, itself derived from the conjugate addition of O,N- dibenzylhydroxylamine to a highly activated alpha,beta -unsaturated bicyclic lactam, provides direct access to conformationally constrained diamines. Sequential deprotection allows the synthesis of...