Formal synthesis of (±)-sedamine through gold(I)-catalyzed intramolecular dehydrative amination of sulfamate esters tethered to allylic alcohols

Abstract

A concise formal synthesis of (±)-sedamine has been accomplished. The synthesis is straightforward and demonstrates high efficiency. Key steps involve gold(I)-catalyzed cyclization of sulfamate esters tethered to allylic alcohols, sulfamate N-alkylation, and ring-closing metathesis.