Andreas Spaltenstein

A stereocontrolled synthesis of trans-alkene isosteres of dipeptides

Abstract A general synthetic route to trans-alkene isosteres of protected dipeptides is reported. This sequence permits the fullystereocontrolled preparation of these isosteres in optically active form and in quantities sufficient for further biological study. Prepared in this manner were alkene isosteres of TyrAla. PhePhe, and LeuLeu.

A new synthesis of secondary allylic aliphatic and aromatic amines

Abstract Treatment of a variety of aliphatic or aromatic primary amines with an N-chlorosuccinimideactivated allylic setenide affords in modest to good yield the corresponding allylically rearranged secondary amines. Examples are reported which define the scope and limitations of this process.