86632-82-8Relevant articles and documents
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.
A Strategy for Synthesis of Conduritols and Related Cyclitols via Stereodivergent Vinylsilane-Aldehyde Cyclizations
McIntosh, Matthias C.,Weinreb, Steven M.
, p. 5010 - 5012 (2007/10/02)
A novel stereospecific and stereodivergent cyclization of vinylsilane-aldehyde 10, derived from L-arabinose, has been used to prepare the scalemic protected conduritols 11 and 12.