|Ph.D Student||Masarwa Ahmad|
|Subject||Zirconocene-Mediated and Catalyzed Ring-Opening Reactions|
|Department||Department of Chemistry||Supervisor||Professor Ilan Marek|
|Full Thesis text|
The state of the art of these methodology would consist in the easy preparation of challenging enantiomerically enriched saturated hydrocarbons with a quaternary stereogenic center such as the simplest enantiomerically enriched (2S)-4-ethyl-4-methyl octane and (S)-[2H1, 2H2, 2H3]-neopentane.
In the course of this work, we have also developed a simple and selective metal-catalyzed ring-expansion reaction of substituted alkylidenecyclopropanes into enantiomerically pure cyclobutene derivatives possessing quaternary stereogenic centers.
In addition, we have reported the preparation of enantiomerically pure alkylidenecyclopropanes upon the copper - catalyzed addition of Grignard reagent to alkylidenecyclopropanes as well as the preparation of heterosubstituted alkylidenecyclopropanes through a [2, 3]- and [3, 3]- heteroatom sigmatropic rearrangement. For an easy preparation of enantiomerically pure alkylidenecyclopropanes, we should start from enantiomerically pure cyclopropenylcarbinol. Therefore, we have also developed a kinetic resolution to obtain cyclopropenylcarbinol in high enantiomeric excess.