Stereocontrolled Synthesis of the Tricyclic ABC Ring System of Daphnicyclidin A

作者：Williams David R^*; Mondal Prolay K; Bawel Seth A; Nag Partha P

来源：Organic Letters, 2014, 16(7): 1956-1959.

DOI：10.1021/ol5005092

An enantiocontrolled synthesis pathway has been developed to provide formation of tricyclic amine 7, representing the ABC ring system of the complex alkaloid daphnicyclidin A (1). Our efforts describe preparation of the Z-hexahydro-(1H)-azocine 29 and cyclization to construct the novel 4-azabicyclo[5.3.2]dodecane 31. Transannular reductive amination following the deprotection of 31 gave the desired tertiary amine 7.

• 出版日期2014-4-4