918544-05-5Relevant academic research and scientific papers
Construction of the key amino alcohol moiety of the cinchona alkaloids
Kobayashi, Yuichi,Motoyama, Yuuya
, p. 2670 - 2672 (2008/09/16)
An N-Teoc [CO2(CH2)2TMS] protected form of the amino alcohol moiety found in the cinchona alkaloids was constructed by Curtius rearrangement followed by reaction of the isocyanate intermediate with TMS(CH2)2OH in one pot. Deprotection of the TV-Teoc protective group and subsequent piperidine ring formation were easily accomplished with CsF in DMF at 110 °C in one pot to afford model compounds of the alkaloids. Georg Thieme Verlag Stuttgart.
