Taxane Diterpene Synthesis Studies. Part 1: Chemoenzymatic and Enantiodivergent Routes to AB-ring Substructures of Taxoids and ent -Taxoids
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Banwell, Martin
Darmos, Penny
Hockless, David
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CSIRO Publishing
Abstract
The microbially derived cis-1,2-dihydrocatechol 2 has been converted, via reaction sequences including Diels-Alder cycloaddition and anionic oxy-Cope rearrangement steps, into enantiopure bicyclo[5.3.1]undecenes 21 and 34, which correspond to AB-ring substructures of ent-taxoids and taxoids, respectively.
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Australian Journal of Chemistry