(5S)-3-oxo-4-oxa-endo-tricyclo[5.2.1.0(2,6)]dec-8-en-5-yl acetate.
The molecular structure of C(11)H(12)O(4), based on a norbornene core, was established to confirm the configuration of an acetoxy side-chain group in addition to the formation of the endo product. The acetoxy side chain lies in an axial position relative to the five-membered fused ring. Bond distances and angles show no unusual features, with all geometric parameters lying within their expected ranges. The overall stereochemistry of the molecule was ascertained from the chiral furanone starting material.
Ellis
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DD
Bijvoet Centre for Biomolecular Research, Department of Crystal and Structural Chemistry, Utrecht University, Padualaan 8, 3584 CH Utrecht, The Netherlands. d.d.ellis@chem.uu.nl.
Spek
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AL
D000085:Acetates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006575:Heterocyclic Compounds, 3-Ring / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
C417518:3-oxo-4-oxatricyclo(5.2.1.0(2,6))dec-8-en-5-yl acetate; D000085:Acetates; D006575:Heterocyclic Compounds, 3-Ring