Highly enantioselective radical addition to N-benzoyl hydrazones using chiral ammonium salts.
In the presence of a protonated cinchonine derivative, radical addition reactions proceeded efficiently, affording addition adducts in high yields with an extremely high enantioselectivity. The chiral ammonium salt was recyclable after a simple aqueous workup. The reaction provides environmentally benign reaction conditions.
Jang
Doo Ok
DO
Department of Chemistry, Yonsei University, Wonju 220-710, Korea. dojang@yonsei.ac.kr
Kim
Sang Yoon
SY
D000478:Alkylation; D000641:Ammonia / Q000737:chemistry*; D001554:Benzene / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D006835:Hydrazones / Q000737:chemistry*; D015394:Molecular Structure; D012492:Salts / Q000737:chemistry*; D013237:Stereoisomerism
D005609:Free Radicals; D006835:Hydrazones; D012492:Salts; D000641:Ammonia; D001554:Benzene