title: Studies toward the total synthesis of nagelamide K.
abstract: A stereocontrolled strategy toward the synthesis of nagelamide K has been developed. The dimeric imidazole acrylate, diimidazolidenesuccinate, was constructed as a synthetic precursor by a Ni-catalyzed coupling reaction; the microwave-promoted intramolecular aza-Michael addition afforded the imidazo[1,5-a]pyridine core structure of nagelamide K in high stereoselectivity. A detaurine-dediamino analogue of nagelamide K has been prepared.
authors.affiliation: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China. jiangb@sioc.ac.cn
authors.forename: Biao
authors.initials: B
authors.lastname: Jiang
authors.forename: Jue
authors.initials: J
authors.lastname: Wang
authors.forename: Zuo-gang
authors.initials: ZG
authors.lastname: Huang
mesh_terms: D002384:Catalysis; D008872:Microwaves; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D011758:Pyrroles; C530326:nagelamide K