Total synthesis of 4-F3t-neuroprostane and its 4-epimer
2009
Abstract The first synthesis of 4-F 3t -Neuroprostane 1a and its 4-epimer is described. This molecule presents an important contribution to the study of neuronal oxidative stress in DHA-ω3 depleted brain. The key step involves the introduction of two unsaturated side chains into the chiral polyfunctional cyclopentane 4 via E selective HWE reaction and Z selective Wittig olefination for α and ω chains, respectively.
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