| KUBÁŇ, Juraj, Iva BLANÁRIKOVÁ, Ĺubor FIŠERA, Libuše JAROŠÍKOVÁ, Marion FENGLER-VEITH, Volker JÄGER, Jozef KOŽÍŠEK, Otakar HUMPA, Naďa PRÓNAYOVÁ a Vratislav LANGER. Synthesis of D-Erythrose and D-Threose Derived Nitrones and Cycloaddition to Styrene. Tetrahedron. Elsevier Science Ltd., 1999, roč. 1999, č. 31, s. 9501-9514. ISSN 0040-4020. |
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@article{256091,
author = {Kubáň, Juraj and Blanáriková, Iva and Fišera, Ĺubor and Jarošíková, Libuše and FenglerandVeith, Marion and Jäger, Volker and Kožíšek, Jozef and Humpa, Otakar and Prónayová, Naďa and Langer, Vratislav},
article_number = {31},
language = {eng},
issn = {0040-4020},
journal = {Tetrahedron},
title = {Synthesis of D-Erythrose and D-Threose Derived Nitrones and Cycloaddition to Styrene.},
volume = {1999},
year = {1999}
}
TY - JOUR
ID - 256091
AU - Kubáň, Juraj - Blanáriková, Iva - Fišera, Ĺubor - Jarošíková, Libuše - Fengler-Veith, Marion - Jäger, Volker - Kožíšek, Jozef - Humpa, Otakar - Prónayová, Naďa - Langer, Vratislav
PY - 1999
TI - Synthesis of D-Erythrose and D-Threose Derived Nitrones and Cycloaddition to Styrene.
JF - Tetrahedron
VL - 1999
IS - 31
SP - 9501
EP - 9501
PB - Elsevier Science Ltd.
SN - 00404020
N2 - The new nitrones derived from cyclic acetals of D-erythrose (2a-c) and D-threose (8) react with styrene to afford the corresponding 3,5-disubstituted diastereomeric isoxazolidines 3-6 and 9-12. The stereoselectivity was dependent on the steric hindrance of the nitrone. The major products 3a-c (55-58 %) and 9 (73 %) were found to have the C-3/C-4' erythro and C-3/C-5 cis relative configuration by X-ray analysis. Its formation can be rationalized by less hindered endo attack of the Z-nitrone in an antiperiplanar manner with respect to the largest group of the cyclic acetal. (C) 1999 Elsevier Science Ltd. All rights reserved.
ER -
KUBÁŇ, Juraj, Iva BLANÁRIKOVÁ, Ĺubor FIŠERA, Libuše JAROŠÍKOVÁ, Marion FENGLER-VEITH, Volker JÄGER, Jozef KOŽÍŠEK, Otakar HUMPA, Naďa PRÓNAYOVÁ a Vratislav LANGER. Synthesis of D-Erythrose and D-Threose Derived Nitrones and Cycloaddition to Styrene. \textit{Tetrahedron}. Elsevier Science Ltd., 1999, roč.~1999, č.~31, s.~9501-9514. ISSN~0040-4020.
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