1056441-46-3Relevant academic research and scientific papers
Polyol synthesis with β-Oxyanionic alkyllithium Reagents: Syntheses of aculeatins A, B, and D
Malathong, Viengkham,Rychnovsky, Scott D.
supporting information; experimental part, p. 4220 - 4223 (2009/12/31)
Synthesis of ketone aldol products using a non-aldol route was developed. The β-phenylthio alcohols were prepared from optically pure oxiranes. Deprotonation and reductive lithiation generated the key intermediate, a β-oxyanionic alkyllithium reagent. Addition to a Weinreb amide produced the β-hydroxy ketone In >90% yield using only 1.5 equiv of the phenylthio alcohol. Stereoselective reduction of the ketone led to either the syn-or anti-1,3-diol. This simple, convergent sequence was used to prepare aculeatins A, B, and D from a common intermediate
A chiron approach to the total synthesis of (+)-aculeatin D
Zhen, Zhi-Bin,Gao, Jian,Wu, Yikang
experimental part, p. 7310 - 7316 (2009/05/09)
(Chemical Equation Presented) A synthesis of natural aculeatin D has been achieved, with the key stereogenic centers taken from inexpensive and readily available D-xylose. In elaboration of D-xylose into a desired form readily applicable in synthesis a pr
