Pd - Catalyzed Asymmetric Total Synthesis Of Indole Alkaloids (+) - Aspidospermin (+) - Cylindrocarpidine (-) - N-Acetylcylindrocarpinol

In the chiral catalyst of Pd, after11steps, with an intermediate in the synthesis of the thesis.Three kinds of indole alkaloids are synthesised.They are (-)-N-Acetylcylindrocarpionm..(+)-Cylindrocarpidine andquebracho alkaloids (-)-Aspisdospermine. This route is characterized by comprising a catalytic. Role of the three metals including to decarboxylate Asymmetric Allylic Alkylation Catalyzed. Our synthesis, combined with the activation of C and H and the catalytic reaction of chiral selective.Synthesized in our lab for the first timeasymmetry (+)-Cylindrocarpidine and (-)-N-Acetylcylindrocarpionl.Our research work in this thesis includes three parts.The first part is the transition metal palladium catalyzed decarboxylative asymmetric allylic alkylation to construct the natural product synthesis intermediates.The second part is introduces the three natural product.The total synthesis of (-)-N-Acetylcylindrocarpionl(+)-Cylindrocarpidine(+)-Aspisdospermine.Asymmetric by transition metal palladium to construct the synthetic intermediates. In recent years,due to the joint efforts of Stoltz、Tungeand and other researchers,the palladium catalyzed asymmetric allylic alkylationreaction, decarboxylation has played a very important role in modern organic synthesis, and the method insult natural product synthesis method become effective.With the synthesis, At first we use the C-H bond activation to the synthesis of the synthetic substrate material, followed by transition metal palladium catalyzed decarboxylation, then in the carbonyl alpha introducing allyl reaction, in this one step catalytic reaction with Pd2(dba)3as the chiral catalyst for us, and the (S)-t-Bu-PHOX as a chiral catalyst.Toluene is solvent.At last we get a high yield of90%and high ee value of91%. The enantioselectivity obtained an important result,asymmetric allylic alkylation product is decarboxylation, through it we get the intermediate construction ofthree indole alkaloids They are (-)-N-Acetylcylindrocarpion (+)-Cylindrocarpidine Asymmetric synthesis of (+)-Aspisdospermine. In the synthesis oxylation of asymmetric allylic alkylation reaction, we again used Pd activation of C-H bond.Synthesis of the three indole in the thesis, main used the metal Pd catalyst, which is our research group focuses on the palladium catalyzed decarb.We close with a simple synthetic route which was constructed intermediate. The first asymmetric synthesis of (+)-Cylindrocarpidine and (-)-N-Acetylcylindrocarpionl. The third part is a summary for the thesis, and put forward the issue of the future development ideas.