1,3-Dipolar cycloadditions of new 2,5-bifunctionalized 5-membered cyclic nitrones

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Publikace nespadá pod Filozofickou fakultu, ale pod Přírodovědeckou fakultu. Oficiální stránka publikace je na webu muni.cz.
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BUCHLOVIČ Marian HEBANOVÁ Simona POTÁČEK Milan

Rok publikování 2012
Druh Článek v odborném periodiku
Časopis / Zdroj Tetrahedron
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
Doi http://dx.doi.org/10.1016/j.tet.2012.01.043
Obor Organická chemie
Klíčová slova Cyclic nitrones; 1-3-Dipolar cycloadditions; Stereoselectives reactions; Dipolarophile; Nitrone complexes
Popis A new family of 5-membered cyclic nitrones bearing functional groups at positions 2,5 were tested in 1,3-cycloadditions with various dipolarophiles. Studied reactions offered corresponding cycloaducts as single diastereomers in high yields. The reaction scope was examined, 23 compounds were isolated and fully characterized. The comparison of the reactivity was done by a study of reaction conversions while different nitrones or dipolarophiles were used. In addition, we have studied the exceptional reactivity of nitrone bearing benzylamino group in position 2. The formation of nitrone complex and evaluation of its reactivity in 1,3-DC is presented.
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