title: Diastereoselective synthesis of a spironoraristeromycin using an acylnitroso Diels-Alder reaction.
abstract: The tert-butyl N-hydroxycarbamate-derived nitroso reagent 1 reacted with N-Cbz-protected spirocyclic diene 2 to provide spirocycloadduct 3. Here we describe the efficient conversion of 3 into the novel carbocyclic nucleoside spironoraristeromycin 4.
authors: Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, USA.
authors: Weimin
authors: W
authors: Lin
authors: Kristopher G
authors: KG
authors: Virga
authors: Kyung-Hee
authors: KH
authors: Kim
authors: Jaroslav
authors: J
authors: Zajicek
authors: David
authors: D
authors: Mendel
authors: Marvin J
authors: MJ
authors: Miller
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D009603:Nitroso Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D009603:Nitroso Compounds; C076829:5'-noraristeromycin; D000241:Adenosine