Highly stereoselective directed reactions and an efficient synthesis of azafuranoses from a chiral aziridine

• DOI: 10.1039/c3ob27390c
• Publication Date: 2013-02-26T09:40:53Z
• Authors: Hogyu Lee; Jun Hee Kim; Won Koo Lee; Jaeheung Cho; Wonwoo Nam; Jaedeok Lee; Hyun-Joon Ha
• Keywords: Models, Molecular; Aza Compounds; Biological Products; Pyrrolidines; Aziridines; Stereoisomerism; 540; 01 natural sciences; 0104 chemical sciences; Sugar Alcohols; GLYCOSIDASE INHIBITORS; PYRROLIDINE; VINYLOGOUS ALDOL; REAGENTS; PIPERIDINE; Furans

AbstractThe natural product (VII) and its C(3)‐epimer are synthesized from commercially available enantiopure aziridine (I) by highly stereoselective transformations in 61% overall yield.