Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Chemistry of Life Processes Institute, Northwestern University, Silverman Hall, 2145 Sheridan Road, Evanston, Illinois 60208, USA.
Org Lett. 2011 Jun 17;13(12):3086-9. doi: 10.1021/ol200987c. Epub 2011 May 18.
A Brønsted acid-catalyzed Prins-type cyclization sequence to construct spirooxindole pyrans in high yields and excellent diastereoselectivity has been developed. The combination of a β-hydroxy dioxinone fragment and isatin dimethyl acetal generate oxa-spirooxindoles efficiently. These compounds are diversifiable scaffolds that tap into the rich chemistry of dioxinones.
发展了一种 Brønsted 酸催化的 Prins 型环化反应序列,以高产率和优异的非对映选择性构建螺噁吲哚吡喃。β-羟基二氧六环片段和色胺二甲缩醛的组合有效地生成了氧杂螺噁吲哚。这些化合物是具有多样性的支架,可以利用二氧六环酮的丰富化学。