Six-Membered Cyclic Nitroso Acetals: Synthesis and Studies of the Nitrogen Inversion Process ofN-Silyloxy-3,6-dihydro-2H-1,2-oxazines
Тип публикации: Journal Article
Дата публикации: 2016-10-25
scimago Q2
wos Q2
БС2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Краткое описание
Silyl nitronates undergo rhodium-catalyzed formal [3+3]-cycloaddition with enol diazoacetates to form N-silyloxy-3,6-dihydro-2H-1,2-oxazines. The scope of the reaction and the extent of the major side process were evaluated. A mechanistic scheme was proposed. The nitrogen inversion barrier in the obtained nitroso acetals was estimated based on both quantum calculations and kinetic measurements.
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Shved A. S. et al. Six-Membered Cyclic Nitroso Acetals: Synthesis and Studies of the Nitrogen Inversion Process ofN-Silyloxy-3,6-dihydro-2H-1,2-oxazines // European Journal of Organic Chemistry. 2016. Vol. 2016. No. 33. pp. 5569-5578.
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Shved A. S., Tabolin A. A., Novikov R. G., Nelyubina Y. V., Timofeev V. P., Ioffe S. L. Six-Membered Cyclic Nitroso Acetals: Synthesis and Studies of the Nitrogen Inversion Process ofN-Silyloxy-3,6-dihydro-2H-1,2-oxazines // European Journal of Organic Chemistry. 2016. Vol. 2016. No. 33. pp. 5569-5578.
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TY - JOUR
DO - 10.1002/ejoc.201600952
UR - https://doi.org/10.1002/ejoc.201600952
TI - Six-Membered Cyclic Nitroso Acetals: Synthesis and Studies of the Nitrogen Inversion Process ofN-Silyloxy-3,6-dihydro-2H-1,2-oxazines
T2 - European Journal of Organic Chemistry
AU - Shved, Alexander S
AU - Tabolin, Andrey A
AU - Novikov, Roman G.
AU - Nelyubina, Yulia V.
AU - Timofeev, Vladimir P
AU - Ioffe, Sema L.
PY - 2016
DA - 2016/10/25
PB - Wiley
SP - 5569-5578
IS - 33
VL - 2016
SN - 1434-193X
SN - 1099-0690
ER -
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@article{2016_Shved,
author = {Alexander S Shved and Andrey A Tabolin and Roman G. Novikov and Yulia V. Nelyubina and Vladimir P Timofeev and Sema L. Ioffe},
title = {Six-Membered Cyclic Nitroso Acetals: Synthesis and Studies of the Nitrogen Inversion Process ofN-Silyloxy-3,6-dihydro-2H-1,2-oxazines},
journal = {European Journal of Organic Chemistry},
year = {2016},
volume = {2016},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/ejoc.201600952},
number = {33},
pages = {5569--5578},
doi = {10.1002/ejoc.201600952}
}
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Shved, Alexander S., et al. “Six-Membered Cyclic Nitroso Acetals: Synthesis and Studies of the Nitrogen Inversion Process ofN-Silyloxy-3,6-dihydro-2H-1,2-oxazines.” European Journal of Organic Chemistry, vol. 2016, no. 33, Oct. 2016, pp. 5569-5578. https://doi.org/10.1002/ejoc.201600952.
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