El Sous Mariana, Ganame Danny, Tregloan Peter A, Rizzacasa Mark A
School of Chemistry, The University of Melbourne, Victoria 3010, Australia.
Org Lett. 2004 Aug 19;6(17):3001-4. doi: 10.1021/ol048811l.
The asymmetric total synthesis of (-)-reveromycin A is described. The key steps involved a Lewis acid catalyzed inverse electron demand hetero-Diels-Alder reaction followed by hydroboration/oxidation to afford the spiroketal core 4 in a highly stereoselective manner and introduction of the C18 hemisuccinate by high-pressure acylation.
描述了(-)-瑞伐霉素A的不对称全合成。关键步骤包括路易斯酸催化的逆电子需求杂Diels-Alder反应,随后进行硼氢化/氧化反应,以高度立体选择性的方式得到螺缩酮核心4,并通过高压酰化引入C18半琥珀酸酯。