112168-52-2Relevant academic research and scientific papers
Intermediates of Prostanoid Synthesis, Stereospecific Conversion of (+)-5β-Hydroxycyclopenten-2-yl-1β-acetic Acid γ-lactone into (+)-1β-Methoxycarbonylmethyl-2β,3β-(p-nitrobenzylidene)-dioxycyclopentan-5-one
Freimanis, J.,Gerca, L.,Turovskis, I.,Liepins, E.,Lola, D.,et al.
, p. 39 - 48 (2007/10/02)
Starting from (+)-5β-hydroxycyclopenten-2-yl-1β-acetic acid γ-lactone (1), (+)-1β-methoxycarbonylmethyl-2β,3β-(p-nitrobenzylidene)-dioxycyclopentan-5-one (7) was prepared within 4 steps.Subsequent cleavage of the latter gives (-)-3β-hydroxy-1-methoxy-carbonylmethylcyclopent-1-en-5-one (8a).Hydroxylation of the lactone (1) was found to give (+)-2β,3β,5β-trihydroxycyclopentyl-1β-acetic acid γ-lactone (2a) with cis-oriented hydroxy groups in respect to the lactone ring.No formation of the trans-isomer, as has been reported earlier, was observed.
