Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
The (3+2)- and formal (3+3)-cycloadditions of N-vinylpyrroles with cyclic nitrones and C,N-cyclic azomethine imines. / Афанасьева, Ксения Константиновна; Ефремова, Мария Михайловна; Кузнецова, Светлана; Иванов, Андрей Викторович; Старова, Галина Леонидовна; Молчанов, Александр Павлович.
в: Tetrahedron, Том 74, № 39, 27.09.2018, стр. 5665-5673.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - The (3+2)- and formal (3+3)-cycloadditions of N-vinylpyrroles with cyclic nitrones and C,N-cyclic azomethine imines
AU - Афанасьева, Ксения Константиновна
AU - Ефремова, Мария Михайловна
AU - Кузнецова, Светлана
AU - Иванов, Андрей Викторович
AU - Старова, Галина Леонидовна
AU - Молчанов, Александр Павлович
PY - 2018/9/27
Y1 - 2018/9/27
N2 - The addition of Lewis acids changes the path of the reaction of N-vinylpyrroles with 3,4-dihydroisoquinoline-N-oxides: formal (3 + 3)-cycloaddition proceeds instead of (3 + 2)-cycloaddition. In the case of benzoyl(3,4-dihydroisoquinolin-2-ium-2-yl)amides, reaction path does not change in the same conditions, but changing of the diastereoselectivity occurs and other diastereomer of (3 + 2)-cycloaddition became predominant.
AB - The addition of Lewis acids changes the path of the reaction of N-vinylpyrroles with 3,4-dihydroisoquinoline-N-oxides: formal (3 + 3)-cycloaddition proceeds instead of (3 + 2)-cycloaddition. In the case of benzoyl(3,4-dihydroisoquinolin-2-ium-2-yl)amides, reaction path does not change in the same conditions, but changing of the diastereoselectivity occurs and other diastereomer of (3 + 2)-cycloaddition became predominant.
KW - Azomethine imines
KW - Cycloaddition
KW - GNJNIFCKGICBTH-NHCUHLMSSA-N
KW - JNEUBRDFYRDDPT-ZJSXRUAMSA-N
KW - JNLUFVKOOVHJHR-NFBKMPQASA-N
KW - KUKRNRROWIPPLH-IEBWSBKVSA-N
KW - Lewis acids
KW - N-Vinylpyrroles
KW - Nitrones
KW - PSMOBIYCROTUKD-JWQCQUIFSA-N
KW - PSMOBIYCROTUKD-LOSJGSFVSA-N
KW - PUHBXAUATFXZEQ-CLJLJLNGSA-N
KW - PUHBXAUATFXZEQ-IZZNHLLZSA-N
KW - SFIAVDPJWKIVMG-RTBURBONSA-N
KW - SHXDBJDCBZCNEY-DJJJIMSYSA-N
KW - SHXDBJDCBZCNEY-ORAYPTAESA-N
KW - SOMJEYSJUJWPEH-FGZHOGPDSA-N
KW - UYMVUJUIBJFKTG-AOMKIAJQSA-N
KW - UYMVUJUIBJFKTG-KSFYIVLOSA-N
KW - VFFMOQKJYGWQDM-UHFFFAOYSA-N
KW - WXKLUMIUZSABKP-FGZHOGPDSA-N
KW - WYXDCYXJTVNCTP-YEJXKQKISA-N
KW - WYXDCYXJTVNCTP-ZSEKCTLFSA-N
KW - XWAFMJJPDVAYGS-WIYYLYMNSA-N
KW - ZGCBHXQMMYLYBW-VSGBNLITSA-N
KW - ZGCBHXQMMYLYBW-WUFINQPMSA-N
UR - http://www.scopus.com/inward/record.url?scp=85051389575&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2018.07.040
DO - 10.1016/j.tet.2018.07.040
M3 - Article
VL - 74
SP - 5665
EP - 5673
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 39
ER -
ID: 35456850