Intramolecular Allylsilane Addition to Chirai Alkylidene-l,3-diearbonyl Compounds for the Synthesis of Eimntiomericnlfy Pure trans-l,2-Disubstituted Cyclopentanes and Cyt-Iohexanes

摘要

The cyclization of compounds containing an allyhilanc and a carbon) 1 group provides a simple and elegant synthesis of five-arid six-membered ring compounds. In an .inalogous way. chi/beta-unsalurated kciones and aldehydes can also be converted in a typt; of intramolecular S.ikurai reaction. The simple and induced diastcreoselcctivities of these transformation are, however, often unsatisfactory. For instance, in particular the stereoseloctive construction of enaniiomerically pure 1,2-trans-disubstituted cyclopentancs has not yet been achieved successfully with this method. Such compounds are. however, of great interest for natural product synthesis.