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On the conformational preferability of 5,6-dihydro-4[H]-1,2-oxazines, their N-oxides and acyclic analogues

Ivan Dmitrievich Nesterov 1
Ivan Dmitrievich Nesterov
, 
Aleksei Valeryevich Lesiv 2
Aleksei Valeryevich Lesiv
, 
Sema Leibovich Ioffe 2
Sema Leibovich Ioffe
, 
Mikhail Yuvenal'evich Antipin 1
Mikhail Yuvenal'evich Antipin
10.1070/MC2004v014n06ABEH002039
Published 2004-12-17
Communication , Volume 14, Issue 6, 280-281
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Nesterov I. D. et al. On the conformational preferability of 5,6-dihydro-4[H]-1,2-oxazines, their N-oxides and acyclic analogues // Mendeleev Communications. 2004. Vol. 14. No. 6. pp. 280-281.
GOST all authors (up to 50) Copy
Nesterov I. D., Lesiv A. V., Ioffe S. L., Antipin M. Y. On the conformational preferability of 5,6-dihydro-4[H]-1,2-oxazines, their N-oxides and acyclic analogues // Mendeleev Communications. 2004. Vol. 14. No. 6. pp. 280-281.
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TY - JOUR
DO - 10.1070/MC2004v014n06ABEH002039
UR - https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002039
TI - On the conformational preferability of 5,6-dihydro-4[H]-1,2-oxazines, their N-oxides and acyclic analogues
T2 - Mendeleev Communications
AU - Nesterov, Ivan Dmitrievich
AU - Lesiv, Aleksei Valeryevich
AU - Ioffe, Sema Leibovich
AU - Antipin, Mikhail Yuvenal'evich
PY - 2004
DA - 2004/12/17
PB - Mendeleev Communications
SP - 280-281
IS - 6
VL - 14
ER -
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@article{2004_Nesterov,
author = {Ivan Dmitrievich Nesterov and Aleksei Valeryevich Lesiv and Sema Leibovich Ioffe and Mikhail Yuvenal'evich Antipin},
title = {On the conformational preferability of 5,6-dihydro-4[H]-1,2-oxazines, their N-oxides and acyclic analogues},
journal = {Mendeleev Communications},
year = {2004},
volume = {14},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002039},
number = {6},
pages = {280--281},
doi = {10.1070/MC2004v014n06ABEH002039}
}
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Nesterov, Ivan Dmitrievich, et al. “On the conformational preferability of 5,6-dihydro-4[H]-1,2-oxazines, their N-oxides and acyclic analogues.” Mendeleev Communications, vol. 14, no. 6, Dec. 2004, pp. 280-281. https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002039.

Abstract

The most preferable conformation of 5,6-dihydro-4[H]-oxazines and their N-oxides is a distorted semi-chair, in which only the C(6) atom considerably deviates from the plane of the C = N bond, whereas ‘planar’ conformations, in which the O-alkyl group is at the cis position with respect to the free electron pair of the nitrogen atom or to the N→O fragment, are the most favourable for O-alkyl derivatives of acyclic oximes and alkyl nitronates, respectively.

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