6,8-Nonadienoate enolates, which undergo radical 5-exo cyclization on SET oxidation with ferrocenium hexafluorophosphate, were studied as radical cyclization precursors. The trapping of the cyclized allylic radicals occurred with good regioselectivity through dimerization, TEMPO trapping, or SET oxidation/deprotonation reactions. 3-Alkoxido enolates were chemoselectively oxidized to β-oxy α-carbonyl radical anions, which cyclized to produce functionalized cyclopentane derivatives. These cyclizations serve as a model study for the synthesis of prostaglandins and derivatives.
No takes yet. Share an insight, caveat, or question.
Jahn et al. (2002) studied this question.
Synapse has enriched 2 closely related papers on similar clinical questions. Consider them for comparative context: