The Asymmetric Reaction Of Natural Borneol And Linalool Chiral Inducing Carbonyl

In this dissertation,we had focused on the study on Grinard reaction andelectronation reaction of carbonyl group in carbonyl acid being chiron inducted bynatural borneol and linalool.The conditions of esterification reaction of borneol andα-ketone acid (pyruvicacid) were studied in detailed. We explored the effects of reaction time, reactiontemperature, molar ratio of pyruvic acid to bornel and nanometer solid superacidS₂O₈^2-/ZRO₂ and nanometer rare earth compisite solid superacids, such as:S₂O₈^2-/ZrO₂-La₂O₃,S₂O₈^2-/ZrO₂-CeO₂,S₂O₈^2-/ZrO₂-Nd₂O₃,S₂O₈^2-/ZrO₂-Sm₂O₃, S₂O₈^2-/ZrO₂-Gd₂O₃ and S₂O₈^2-/ZrO₂-Y₂O₃ as the catalyst, the optimal reaction conditions ofesterification reaction were gained. The melting point of bornyl pyruvate was tested.The structure of bornyl pyruvate was characterized by IR, ¹H and ¹³C NMR spectra.Then, the bomyl pyruvate reacts with different Grinard reagents and sodiumborohydride. We also studied stereoselectivity of the reaction and have identificatedthese products.The transesterification ofβ-ketone ester (ethyl acetoacetate) and naturallinalool was studied and the product is chiral linalool acetoacetate. We explored theoptimal reaction conditions of transesterification reaction, then,the chiral linaloolacetoacetate reacts with different Grinard reagents and sodium borohydride.Then thestructures of these products were characterized.