Stivala Craig E, Zakarian Armen
Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106-9510, USA.
Org Lett. 2009 Feb 19;11(4):839-42. doi: 10.1021/ol8027797.
A stereoselective synthesis of the spiroimine fragment of spirolide C is described. The congested C7 and C29 tertiary and quaternary centers are constructed by a diastereoselective Ireland-Claisen rearrangement. The E ring is completed by means of an aldol cyclocondensation. Additional studies were preformed on the advanced intermediate to probe a future coupling strategy.
描述了一种螺旋内酯C的螺亚胺片段的立体选择性合成方法。拥挤的C7和C29叔碳和季碳中心通过非对映选择性的爱尔兰-克莱森重排构建。E环通过羟醛环缩合反应完成。对高级中间体进行了进一步研究，以探索未来的偶联策略。
