1551599-85-9Relevant academic research and scientific papers
A concise formal stereoselective total synthesis of (-)-swainsonine
Wang, Xiao-Gang,Wang, Ai-E,Huang, Pei-Qiang
, p. 193 - 196 (2014/02/14)
A short formal stereoselective synthesis of (-)-swainsonine (1) is described. Our synthesis started with the versatile building block (R)-3-benzyloxyglutarimide 5. Through controlled regioselective reduction, Ley's-sulfone chemistry (N-α-sulfonylation and ZnCl2-catalyzed N-α-amidovinylation), an RCM reaction, and an amide reduction, the synthesis of unsaturated indolizidine (8R,8aS)-3 has been achieved in five steps. The indolizidine (8R,8aS)-3 is an advanced intermediate toward the synthesis of (-)-swainsonine (1).
