[摘要]:The stereoselective total synthesis of the marine alkaloid (-)-amathaspiramide F (I) was achieved from the a-hydroxy-a-ethynylsilane 2. The crucial steps in this synthesis involved not only the enolate Claisen rearrangement of an a-acyloxy-a-alkenylsilane for the construction of the nitrogen-contg. quaternary carbon center, but also the chemoselective formation of the azaspirohemiaminal II using heptamethyldisilazane as the methylamine equiv. and the regioselective dibromination of the phenol moiety of II using n-Bu4NBrCl2.