A highly efficient asymmetric synthesis of quaternary stereocenter-containing indolizidine and quinolizidine alkaloids using aldehydes, nitroalkenes, and unactivated cyclic ketimines

作者：Tan, Yu; Chen, Yong-Jian; Lin, Hua; Luan, Han-Lin; Sun, Xing-Wen^*; Yang, Xiao-Di; Lin, Guo-Qiang

来源：Chemical communications, 2014, 50(100): 15913-15915.

DOI：10.1039/c4cc07703b

• MICHAEL ADDITION
• DIASTEREOSELECTIVE SYNTHESIS
• CASCADE REACTIONS
• CONSTRUCTION
• (-)-PROTOEMETINOL
• CATALYSIS
• STRATEGY

A highly efficient approach for the construction of indolizidines and quinolizidines bearing a bridged quaternary stereocenter has been established in a one-pot fashion using aldehydes, nitroalkenes, and cyclic ketimines with excellent enantioselectivities and in high yields. Moreover, this method could be applied to the synthesis of indolizidines in the gram scale.

• 出版日期2014
• 单位复旦大学