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- Title
Crystal Structures of (3 R,3a R,4 S,7 R,7a S)-3-(Allyloxy)hexahydro-4,7-epoxyisobenzofuran-1(3 H)-one and (3 S,3a R,4 S,7 R,7a S)-3-(( E)-But-2-en-1-yloxy)hexahydro-4,7-epoxyisobenzofuran-1(3 H)-one: Confirmation of NMR Predicted Stereocentre Geometry.
- Authors
Tarleton, Mark; Bernhardt, Paul; McCluskey, Adam
- Abstract
Crystal structures of two isomeric norcantharidin derivatives (3R,3aR,4S,7R,7aS)-3-(allyloxy)hexahydro-4,7-epoxyisobenzofuran-1(3 H)-one ( 7b), and (3S,3aR,4S,7R,7aS)-3-(( E)-but-2-en-1-yloxy)hexahydro-4,7-epoxyisobenzofuran-1(3 H)-one ( 8a) have been determined. In both instances the equivalent enantiomer was also obtained. The crystal structures of these compounds clarify the stereochemistry inferred only by NMR analysis before. Graphical Abstract: Two norcantharidin analogues have been separated into their two possible diastereomers and the structural identity of each compound has been confirmed from their corresponding crystal structures and NMR. [Figure not available: see fulltext.]
- Subjects
CRYSTAL structure; CHEMICAL derivatives; ENANTIOMERS; STEREOCHEMISTRY; NUCLEAR magnetic resonance
- Publication
Journal of Chemical Crystallography, 2012, Vol 42, Issue 6, p639
- ISSN
1074-1542
- Publication type
Article
- DOI
10.1007/s10870-012-0275-z