188640-86-0Relevant academic research and scientific papers
Diastereoselective propargylation of sugar aldehydes. New synthesis of 6-deoxyheptoses
Pakulski, Zbigniew,Zamojski, Aleksander
, p. 2653 - 2666 (1997)
Propargylation of pentofuranose aldehydes by treatment with propargyl bromide in the presence of zinc dust yielded homopropargylic alcohols with a good isolated yield and, in many cases, excellent anti/syn selectivity. Catalytic hydrogenation of the triple bond afforded homoallylic alcohols, valuable substrates for the synthesis of 6-deoxyheptoses. Direct ozonolysis of the triple bond yielded uronic acid esters.
