title: Iterative direct C(sp3)-H functionalization of amines: diastereoselective divergent syntheses of α,α'-disubstituted alicyclic amines.
abstract: A novel iterative C(sp3)-H oxygenation/C-C bond formation strategy, which avoids repetitive N-protection/-deprotection steps, was developed for direct α,α'-difunctionalization of alicyclic amines. The method is highly efficient and stereoselective in producing syn-α,α'-disubstituted aliphatic N-heterocycles. Synthetic potential and practicability of the method was demonstrated by an easy and straightforward synthesis of neuroactive alkaloid nor-lobelane and its derivatives.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati-781039, India. ckjana@iitg.ernet.in.
authors.forename: Sujit
authors.initials: S
authors.lastname: Mahato
authors.forename: Chandan K
authors.initials: CK
authors.lastname: Jana
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000588:Amines