150422-83-6Relevant academic research and scientific papers
An Approach to Total Synthesis of (+)-Lycoricidine
McIntosh, Matthias C.,Weinreb, Steven M.
, p. 4823 - 4832 (2007/10/02)
A convergent synthesis of a protected version of (+)-lycoricidine has been accomplished in 13 steps from L-arabinose.Preparation of the aminocyclitol moiety 50 employed a novel vinylsilane-terminated N-sulfonyliminium ion cyclization of vinylsilane aldehyde 42.Closure of the B-ring using an intramolecular Heck reaction afforded lycoricidine derivative 58.An unexpected cyclization of vinylsilane aldehyde 42 allowed for the stereodivergent preparation of semiprotected conduritols 43 and 45.
