1228764-35-9Relevant academic research and scientific papers
A new synthetic access to bicyclic polyhydroxylated alkaloid analogues from pyranosides
Wang, Ning,Zhang, Li-He,Ye, Xin-Shan
experimental part, p. 2639 - 2649 (2010/07/06)
A facile, versatile and stereoselective synthesis of bicyclic polyhydroxylated alkaloids as castanospermine analogues is described. The synthetic route started from methyl pyranosides. The key steps involved a high-yielding expeditious one-pot tandem reaction from alkenes to N-substituted δ-lactams. The δ-lactams were stereoselectively vinylated to give the dienes, which were followed by the ring-closing metathesis to produce the cyclized products. The functional group transformations of the resulting bicyclic compounds furnished diverse polyhydroxylated alkaloids in good yields. The Royal Society of Chemistry 2010.
