832078-92-9Relevant academic research and scientific papers
Toward a total synthesis of macrocyclic jatrophane diterpenes - Concise route to a highly functionalized cyclopentane key intermediate
Mulzer, Johann,Giester, Gerald,Gilbert, Michael
, p. 1560 - 1579 (2007/10/03)
A total synthesis of the biologically potent jatrophane diterpenes pepluanin A (1) and euphosalicin A (2) is being aimed at. En route to these targets, a concise synthesis of the nonracemic cyclopentane building block 74 was developed. Key steps were a Cl
Toward the total syntheses of pepluanin A and euphosalicin: Concise route to a highly oxygenated cyclopentane as a common intermediate
Gilbert, Michael W.,Galkina, Anna,Mulzer, Johann
, p. 2558 - 2562 (2007/10/03)
A substrate controlled asymmetric synthesis is described of a highly functionalized cyclopentanyl vinyl triflate which serves as an advanced intermediate in the total synthesis of the novel multidrug resistance reversing jatrophanes pepluanin A and euphosalicin. Key steps are a Claisen-Eschenmoser rearrangement followed by hydroxy-lactonization, intramolecular trans-lactonization, Davis hydroxylation and regioselective enoltriflate formation.
