740798-72-5Relevant academic research and scientific papers
Synthesis of polysubstituted pyrroles from nitroso-diels-alder cycloadducts
Calvet, Geraldine,Blanchard, Nicolas,Kouklovsky, Cyrille
, p. 3346 - 3354 (2007/10/03)
Nitroso-Diels-Alder cycloaddition of various dienes combined with a straightforward sequence including N-O bond cleavage and oxidation reaction of the resulting (Z)-γ-aminoenone (or enal) leads to polysubstituted pyrrolic units. Georg Thieme Verlag Stuttg
Lewis acid-promoted hetero Diels-Alder cycloaddition of α-acetoxynitroso dienophiles
Calvet, Geraldine,Dussaussois, Marion,Blanchard, Nicolas,Kouklovsky, Cyrille
, p. 2449 - 2451 (2007/10/03)
(Equation Presented) α-Acetoxynitroso compound 3 has been prepared as a new stable, isolable, and reactive dienophile in nitroso Diels-Alder reactions. The yield of the [4 + 2] cycloaddition of α-acetoxynitroso dienophile with 1,3-dienes could be enhanced in the presence of 20 mol % Lewis acid. An unexpected retro hetero-Michael reaction from 26 was observed, leading to the cleavage of the N-O bond of the cycloadduct. This tandem nitroso Diels-Alder/retro hetero-Michael sequence has been used with cyclic and acyclic 1,3-dienes.
