Tandem Addition/Cyclization of Alkynylzinc Reagents to Enantiopure 2‐<i>tert</i>‐Butyl‐3,5‐dimethyl‐2,3‐dihydroimidazol‐4‐one <i>N</i>‐Oxide: Potential Precursors of Quaternary α‐Amino Acids

Abstract

Abstract A new enantiopure cyclic nitrone, a potential electrophilic alanine synthon, has been prepared. Its reaction with alkynylzinc reagents led to a tandem addition/cyclization reaction with complete regio‐ and stereoselectivity. The adducts are potential precursors of quaternary α‐amino acids. (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2005)