The microbially-derived cis-1,2-dihydrocatechol 3 is converted, via reaction sequences involving Diels–Alder cycloaddition and anionic oxy-Cope rearrangement steps, into the enantiopure cis-decalins 15 and 26; using simple modification of this chemistry the pseudo-enantiomer 22 of decalin 15 is also prepared from diol 3.
M. G. Banwell and J. R. Dupuche, Chem. Commun., 1996, 869 DOI: 10.1039/CC9960000869
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