Shotwell J Brad, Krygowski Evan S, Hines John, Koh Brian, Huntsman Elliott W D, Choi Hui Won, Schneekloth John S, Wood John L, Crews Craig M
Sterling Chemistry Laboratory, Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA.
Org Lett. 2002 Sep 5;4(18):3087-9. doi: 10.1021/ol026382q.
[reaction: see text] A highly convergent synthesis of the angiogenesis inhibitor luminacin D has been achieved in 13 linear steps (19 steps total, 5.3% overall yield) utilizing a samarium(II) iodide-mediated mixed tandem aldol/Evans-Tishchenko reaction to construct the carbohydrate precursor. The modular synthetic design will allow derivatization at key positions necessary for biochemical mode of action studies.
[反应：见正文] 通过13个线性步骤（总共19步，总产率5.3%）实现了血管生成抑制剂鲁米那星D的高度汇聚合成，利用碘化钐（II）介导的混合串联羟醛缩合/埃文斯-蒂申科反应构建碳水化合物前体。模块化合成设计将允许在生化作用模式研究所需的关键位置进行衍生化。
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