Nick Greeves X-Ray Structures of Lactones and Tetrahydropyrans using Chime
Lactones and Tetrahydropyrans
This page requires MDL Chemscape ChimeTM which is a freely available Netscape Navigator plug-in which displays molecular structures "live"; you can click and hold down the mouse button on the Macintosh (or use the right mouse button under Windows) to modify properties of the plug-in (try it!)
These are the results of stereoselective tandem rearrangement and electrophilic cyclisation.
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A trisubstituted lactone formed as a single diastereoisomer in a boat conformation
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A trisubstituted tetrahydropyran formed as the major diastereoisomer in a chair conformation