Laboratoire de Chimie Organique Appliquée, Département de Chimie, Faculté des Sciences, Université Abdelmalek Essaâdi, Tetouan, Morocco.
Org Biomol Chem. 2013 Sep 28;11(36):6176-85. doi: 10.1039/c3ob41290c.
The first synthesis of dasyscyphin B, an antitumoral metabolite obtained from the ascomycete Dasyscyphus niveus, has been achieved starting from commercial abietic acid. The key steps of the synthetic sequence are the diastereoselective α-methylation of a ketoaldehyde, followed by an intramolecular aldol condensation and the further Diels-Alder cycloaddition of a dienol ester. The procedure reported will allow the synthesis of related metabolites functionalized in the A ring.
从商业枞酸开始,首次成功合成了来自食子菌科真菌白肉齿菌的抗肿瘤代谢产物dasyscyphin B。该合成序列的关键步骤是酮醛的立体选择性α-甲基化,然后进行分子内羟醛缩合,最后是二烯醇酯的 Diels-Alder 环加成。所报道的方法将允许合成在 A 环中具有官能化的相关代谢产物。