Taxane diterpene synthesis studies. Part 1: Chemoenzymatic and enantiodivergent routes to AB-ring substructures of taxoids and ent-taxoids

Martin G. Banwell; Penny Darmos; David C.R. Hockless

doi:10.1071/CH03164

Taxane diterpene synthesis studies. Part 1: Chemoenzymatic and enantiodivergent routes to AB-ring substructures of taxoids and ent-taxoids

Martin G. Banwell^*, Penny Darmos, David C.R. Hockless

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

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.

Original language	English
Pages (from-to)	41-52
Number of pages	12
Journal	Australian Journal of Chemistry
Volume	57
Issue number	1
DOIs	https://doi.org/10.1071/CH03164
Publication status	Published - 2004

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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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AB - 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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Taxane diterpene synthesis studies. Part 1: Chemoenzymatic and enantiodivergent routes to AB-ring substructures of taxoids and ent-taxoids

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