%0 Journal Article %A Botubol Ares, José Manuel %A Macías Sánchez, Antonio José %A González Collado, Isidro %A Hernández Galán, Rosario %T Stereoselective Synthesis and Absolute Configuration Determination of Xylariolide A %D 2013 %U http://hdl.handle.net/10498/20572 %X The asymmetric synthesis of the antibacterial and antitumoral natural compound xylariolide A (1) and five stereoisomers has been achieved. The strategy is based on the onepot epoxidation/lactonisation or dihydroxylation/lactonisation of the hypothetical biosynthetic intermediate xylarioic A acid (8). The absolute configuration of xylariolide A was thus determined to be 3R,4S,5R,1 R,2 R after the synthesis of 1, two epimers, i.e., 1 -epi-xylariolide A (3) and 2 -epi-xylariolide A (4), and three more diastereoisomers 5–7. %K Natural products %K Total synthesis %K Asymmetric synthesis %K Configuration determination %K Medicinal chemistry %K Lactones %~ Universidad de Cádiz