Studies On Regioselective Lithiation/Retro-Brook Rearrangement Via Direct Deprotonation And Studies On The Asymmetric Synthesis Of Neotuberostermonine And Neostenine

The thesis aims at the studies on regioselective lithiation/retro-Brook rearrangement and synthesis toward Neotuberostemonine and Neostenine. It consists of the following five parts:Chapter 1. The reactions and applictions of organosilanes (review)The reactions and their applications of organosilanes are reviewed.Chapter 2. regioselective lithiation/retro-Brook rearrangement via direct deprotonationA regioselective lithiation/retro-Brook rearrangement via direct deprotonation was developed. Varieties of benzyl silanes and vinyl silanes are obtained effectively.Chapter 3. Regioselective lateral or vinyl C-H lithiation/1,5-retro-Brook rearrangement via quinolyl or pyridyl ring directed deprotonation.A regioselective lateral or vinyl C-H lithiation/1,5-retro-Brook rearrangement via quinolyl or pyridyl ring directed deprotonation has been developed. Fluorescence behavior has been measured for potential application.Chapter 4. Enantioselective studies on the regioselective lithiation/retro-Brook rearrangement.Enantioselective studies on the regioselective lithiation/retro-Brook rearrangement are under the way.Chapter 5. Studies on the synthesis of Neotuberostemonine and Neostenine.First-generation and second-generation synthetic researchs on Neotuberostemonine and Neostenine are under the way. Chiral carvones are chosen as raw materials.