title: Photoassisted access to enantiopure conformationally locked ribofuranosylamines spiro-linked to oxazolidino-diketopiperazines.
abstract: N-Furoylated L-threonine-, serine-, or cysteine-based aminoacetals are coupled with o-aminoketones or aldehydes to offer rapid access to diverse enantiopure polyheterocycles possessing conformationally locked aminoglycoside-containing molecular scaffolds. The key step involves photogeneration of azaxylylenes which undergo [4 + 4] or [4 + 2] cycloadditions to the tethered furoyl pendants.
authors.affiliation: Department of Chemistry and Biochemistry, University of Denver , Denver, Colorado 80208, United States.
authors.forename: Nitin S
authors.initials: NS
authors.lastname: Nandurkar
authors.forename: N N Bhuvan
authors.initials: NN
authors.lastname: Kumar
authors.forename: Olga A
authors.initials: OA
authors.lastname: Mukhina
authors.forename: Andrei G
authors.initials: AG
authors.lastname: Kutateladze
mesh_terms: D000588:Amines / Q000737:chemistry*; D054659:Diketopiperazines / Q000737:chemistry*; D015394:Molecular Structure; D055668:Photochemical Processes; D013237:Stereoisomerism
chemical_list: D000588:Amines; D054659:Diketopiperazines