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The hexahydropyrrolo[2,3-b]indole ring system appears in a wide selection of natural alkaloids and a number of marketed drugs and drug candidates.[1] As a unique family of the hexahydropyrrolo[2,3-b]indole alkaloids, natural products shown in Figure 1 are characterized by a sterically congested all carbon quaternary center.Efficient while flexible methodologies leading to the construction of such a quaternary carbon centre represents one of the interesting synthetic challenge as well as powerful entry into the structurally diverse family of natural alkaloids.In this presentation, the total synthesis of a number of bioactive alkaloids bearing such a benzylic quatemary carbon center will be presented.