1430077-85-2Relevant academic research and scientific papers
Synthesis of demissidine by a ring fragmentation 1,3-dipolar cycloaddition approach
Zhang, Zhe,Giampa, Geoffrey M.,Draghici, Cristian,Huang, Qiufeng,Brewer, Matthias
, p. 2100 - 2103 (2013)
A synthesis of the steroidal alkaloid demissidine from epiandrosterone is reported. A ring fragmentation reaction that efficiently ruptured the D-ring of a diazo ester derivative of epiandrosterone to provide an aldehyde tethered ynoate product was key to this sequence. Incorporation of the indolizidine framework was achieved by an azomethine ylide 1,3-dipolar cycloaddition.
