1602491-99-5Relevant academic research and scientific papers
Metathesis-Based de Novo Synthesis of Noviose
Schmidt, Bernd,Hauke, Sylvia
, p. 1951 - 1960 (2015/10/05)
The rare carbohydrate L-(+)-noviose was synthesized from enantiomerically pure L-lactate. The configuration at C-4 was established by diastereoselective nucleophilic addition to an in-situ-generated lactaldehyde. The resulting homoallylic alcohol was further transformed into a set of ring-closing metathesis (RCM) precursors. These compounds were converted into noviose in few steps using RCM and RCM-allylic-oxidation sequences.
Metathesis-based de novo synthesis of noviose
Schmidt, Bernd,Hauke, Sylvia
, p. 1951 - 1960 (2014/04/03)
The rare carbohydrate L-(+)-noviose was synthesized from enantiomerically pure L-lactate. The configuration at C-4 was established by diastereoselective nucleophilic addition to an in-situ-generated lactaldehyde. The resulting homoallylic alcohol was further transformed into a set of ring-closing metathesis (RCM) precursors. These compounds were converted into noviose in few steps using RCM and RCM-allylic-oxidation sequences. S-Ethyl lactate was converted into an enantiomerically pure tertiary homoallylic alcohol, which was then transformed into noviose using olefin metathesis reactions. Copyright
