Atkamine is a complex marine pyrroloiminoquinone alkaloid that comprises a heptacyclic scaffold bearing five different heterocycles and four contiguous stereocenters,and therefore it is a highly challenging target for...Atkamine is a complex marine pyrroloiminoquinone alkaloid that comprises a heptacyclic scaffold bearing five different heterocycles and four contiguous stereocenters,and therefore it is a highly challenging target for synthetic chemists.We herein reported a modular synthetic strategy toward this alkaloid,featuring a formal [5+2] annulation and an asymmetric Michael addition.The efficient synthesis of the long-chain aliphatic aldehyde and chiral amino acetal fragments have been achieved.A simplified tetracyclic intermediate bearing the core structure of atkamine has been successfully constructed through the formal [5+2] annulation.展开更多
基金the National Natural Science Foundation of China for financial support of this work by grants (Nos.21772164 and 21572187)the National Found for Fostering Talents of Basic Science (NFFTBS,No.J1310024)+1 种基金New Century Excellent Talents in University of Fujian Province (NECTFJ)Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) for support。
文摘Atkamine is a complex marine pyrroloiminoquinone alkaloid that comprises a heptacyclic scaffold bearing five different heterocycles and four contiguous stereocenters,and therefore it is a highly challenging target for synthetic chemists.We herein reported a modular synthetic strategy toward this alkaloid,featuring a formal [5+2] annulation and an asymmetric Michael addition.The efficient synthesis of the long-chain aliphatic aldehyde and chiral amino acetal fragments have been achieved.A simplified tetracyclic intermediate bearing the core structure of atkamine has been successfully constructed through the formal [5+2] annulation.
