Burke L T, Dixon D J, Ley S V, Rodríguez F
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, U.K.
Org Lett. 2000 Nov 16;2(23):3611-3. doi: 10.1021/ol006493u.
A short stereoselective synthesis of the fusarium toxin equisetin, an N-methylserine-derived acyl tetramic acid and potent inhibitor of HIV-1 integrase enzyme, is described using as the key step a stereoselective lithium perchlorate mediated intramolecular Diels-Alder reaction of a fully conjugated E,E,E-triene with a trisubstituted gamma,delta-unsaturated beta-ketothioester.
描述了镰刀菌毒素木贼菌素的一种短程立体选择性合成方法，木贼菌素是一种N-甲基丝氨酸衍生的酰基四嗪酸，也是HIV-1整合酶的有效抑制剂，其关键步骤是高氯酸锂介导的全共轭E,E,E-三烯与三取代的γ,δ-不饱和β-酮硫酯的立体选择性分子内狄尔斯-阿尔德反应。
