rel-(1R,6S,7S,8R,9S)-9-methyl-8-phenyl-6-[(1s,2R)-(2-phenylcyclohexyl) oxy]-4-aza-3,5-dioxatricyclo[5.2.1.0(4,9)]decane.
The structure of the title compound, C26H31NO3, was determined by X-ray crystallography. It was found to be a unique bridged tricyclic nitroso acetal. Notable features include a chair conformation of the tetrahydro-1,2-oxazine ring and a highly pyramidalized N atom [sigma angles = 314.2 (6) degrees]. The configurations of the five contiguous stereogenic centers in the nitroso acetal establish that the tandem cycloaddition sequence proceeded via an exo-[4 + 2] endo-[3 + 2] pathway.
Dixon
J A
JA
Department of Chemistry, Roger Adams Laboratory, University of Illinois, Urbana 61801, USA.
Swiss
K A
KA
Denmark
S E
SE
D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008968:Molecular Conformation
C104204:9-methyl-8-phenyl-6-((2-phenylcyclohexyl)oxy)-4-aza-3,5-dioxatricyclo(5.2.1.0(4,9))decane; D006571:Heterocyclic Compounds