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A new approach to steroid D-ring annelation: stereoselective, intramolecular alkyne–carbonium ion collapse
Journal of the Chemical Society D: Chemical Communications Pub Date : , DOI:10.1039/C29710001107
Abstract

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.

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