388570-69-2Relevant academic research and scientific papers
4-(Trialkylsilyl)oxybut-2-ynals as dienophiles in the Diels-Alder synthesis of α-(hydroxymethyl)benzaldehydes
Morrison, Christopher F,Burnell
, p. 7367 - 7369 (2007/10/03)
The α-(hydroxymethyl)benzaldehyde derivative 2 has been synthesized by heating ynal 3 with diene 5, which produced the α-(silyloxymethyl)benzaldehyde 6 by a Diels-Alder/retro-Diels-Alder process, followed by methylation, thioacetalization, and removal of the silyl protecting group. Decarbonylation of α-(silyloxymethyl)benzaldehydes 6 and 10 takes place readily in the presence of zinc(II) chloride or para-toluenesulfonic acid.
