A short, efficient method for generating the D-ring of 20-keto-steroids is described, wherein a t-cyclohexyl cation, corresponding to C-13, attacks an adjacent, equatorial hex-3-ynyl side chain; the predominant result is five-membered trans-fused ring formation.
P. T. Lansbury and G. E. DuBois, J. Chem. Soc. D, 1971, 1107 DOI: 10.1039/C29710001107
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