574749-64-7Relevant academic research and scientific papers
Cycloaddition reactions of β-trifluoroacetylvinyl ethers
Zhu, Shizheng,Jin, Guifang,Peng, Weimin,Huang, Qichen
, p. 2899 - 2905 (2003)
β-Trifluoroacetyl vinyl ethers ROCH = CHCOCF3 react smoothly as dienophiles with α,β-unsaturated carbonyl compounds to give the unexpected 2-alkoxyl-5-trifluoroacetyl-3,4-dihydro-2H pyrans. These products are formed by elimination and addition of the alcohol to the products of the normal hetero Diels-Alder reaction (2-alkoxyl-3-trifluoroacetyl-2,3-dihydro-2H pyrans). In contrast, 1,3-dipolar cycloaddition of ROCH = CHCOCF3 with ArCH = N(O)Me proceeds via a Z-endo transition state to give regio- and stereospecific 4-trifluoroacetyl substituted isoxazolidines and their derivatives.
