Department of Chemistry, 1102 Natural Sciences II, University of California-Irvine, Irvine, California 92697, USA.
Org Lett. 2013 Sep 6;15(17):4536-9. doi: 10.1021/ol402095g. Epub 2013 Aug 20.
A new tetrahydropyranone synthesis has been developed that leads to cis-2,6-disubstituted 3,3-dimethyltetrahydropyran-4-one rings by condensation of an aldehyde and a hydroxy silyl enol ether. The reaction works with a variety of aldehydes to produce the tetrahydropyranone products in moderate to high yields. This new method was applied to the enantioselective synthesis of cyanolide A and its aglycone.
开发了一种新的四氢吡喃酮合成方法,通过醛和羟基硅基烯醇醚的缩合反应得到顺式-2,6-二取代的 3,3-二甲基四氢-4-吡喃酮环。该反应适用于多种醛,以中等至高产率得到四氢吡喃酮产物。该新方法被应用于氰醇 A 及其糖苷配基的对映选择性合成。