American Chemical Society
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Diyl Trapping Reactions To Synthesize Taxol Analogs

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journal contribution
posted on 1997-03-21, 00:00 authored by Michael M. Ott, R. Daniel Little
A new and efficient entry to the ABC-ring system common to taxol and related materials has been developed. Highlights include the use of a regioselective intramolecular diyl trapping reaction to synthesize tricyclic alkene 5, the creation and oxidative cleavage of the tetrasubstituted olefin found in ketal 20a,b to afford a highly functionalized eight-membered ring (21a), and cyclization of 22, thereby providing the tricyclic core.