Iterative direct C(sp3)–H functionalization of amines: diastereoselective divergent syntheses of α, α′-disubstituted alicyclic amines. Issue 7 (27th January 2017)

• Record Type: Journal Article
• Authors: Mahato, Sujit; Jana, Chandan K.
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 7(2017)
• Page Start: 1655
• Page End: 1660
• Publication Date: 2017-01-27
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob02257j
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Facile access to the syn -α, α′-disubstituted N -heterocycles via iterative C–H oxygenation and C–C bond formation. Abstract : A novel iterative C(sp 3 ) –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.