jo7b00867_si_003.cif (357.79 kB)

Cycloaddition of Spiroepoxycyclohexa-2,4-dienones, Radical Cyclization and 1,3-Acyl Shift in Excited State: Aromatics to Sterpuren-4-one

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posted on 28.05.2017, 00:00 by Raghaba Sahu, Vishwakarma Singh
A stereoselective route to sterpuren-4-one from a simple aromatic precursor is presented. Oxidative dearomatization, π4s + π2s cycloaddition of 6,6-spiroepoxycyclohexa-2,4-dienones with ethyl acrylate, radical cyclization and 1,3-acyl shift in excited state are the important aspects of our approach. An interesting effect of a remote substituent on radical cyclization has also been presented.