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Synlett 1998; 1998(8): 897-899
DOI: 10.1055/s-1998-1801
DOI: 10.1055/s-1998-1801
letter
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From Toluene to TaxolTM: Chemoenzymatic and Enantiodivergent Routes to the AB-Ring Systems of Taxoids and ent-Taxoids
Further Information
Publication History
Publication Date:
31 December 2000 (online)
The cis-1,2-dihydrocatechol 2 has been converted, via reaction sequences including Diels-Alder cycloaddition and anionic oxy-Cope rearrangement steps, into the enantiopure bicyclo[5.3.1]undecanes 20 and 33 which correspond to the AB-ring systems of ent-taxoids and taxoids, respectively.
anionic oxy-Cope rearrangement - Diels-Alder cycloaddition - cis-1,2-dihydrocatechol - enantiodivergent synthesis - taxoids