102794-80-9Relevant academic research and scientific papers
Hetero-Diels-Alder Reaction of Enaminecarbaldehydes An Entry to Branched Aminosugars
Tietze, Lutz F.,Voss, Edgar,Harms, Klaus,Sheldrick, George M.
, p. 5273 - 5276 (2007/10/02)
N-acyl-enaminecarbaldehydes 6a - g with an electron accepting group in the α-position react in a hetero-Diels-Alder cycloaddition with enolethers 7a - g to 4-amino-dihydropyrans 8a - g, 9a - g and 10a - g.This reaction represents a convenient entry to branched aminosugars of the garosamine-type.The rate of the cycloaddition depends strongly on the N-acyl group in 6.However, the phtalimide 11 does not react because of deconjugation of the electron accepting function in the α-position.
