Journal of the Chemical Society. Chemical communications p. 759 - 760 (1992)
Update date:2022-08-11
Topics:
Horton, Derek
Roski, James P.
Cyclopentadiene reacts with a D-glucose-derived hex-3-enose derivative to give norbornene derivatives attached at the 2,3-position of a 1,6-anhydrohexose skeleton; although the bicyclic enone isolevoglucosenone is a plausible intermediate in this reaction, the products actually appear to arise through initial cycloaddition to a rearranged acyclic sugar derivative with subsequent generation of the anhydro ring.
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