Lowe Jason T, Panek James S
Department of Chemistry, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.
Org Lett. 2008 Sep 4;10(17):3813-6. doi: 10.1021/ol801499s. Epub 2008 Aug 13.
An enantioselective synthesis of (-)-kendomycin is described and is based on the application of the organosilane-based [4 + 2]-annulation strategy for the assembly of the C1a-C10 fragment. An underutilized samarium(II) iodide-assisted cyclization (intramolecular Barbier-type reaction) is employed to afford the protected macrocycle.
本文描述了(-)-肯多霉素的对映选择性合成,该合成基于应用基于有机硅烷的[4 + 2]环化策略来组装C1a - C10片段。采用了一种未充分利用的碘化钐(II)辅助环化反应(分子内巴比耶型反应)来得到受保护的大环化合物。