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The Importance of Preliminary Orientation in [4+2]-Cycloadditions of Dienes and Dienophiles with Complex Structures

Genrikh Alexandrovich Tolstikov 1
Genrikh Alexandrovich Tolstikov
, 
Elvira Eduardovna Shults 1
Elvira Eduardovna Shults
, 
Tamara Sharifyanovna Malikova 2
Tamara Sharifyanovna Malikova
, 
Leonid Vasilevich Spirikhin 2
Leonid Vasilevich Spirikhin
10.1070/MC1994v004n02ABEH000349
Published 1994-04-30
Communication , Volume 4, Issue 2, 60-62
4
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Tolstikov G. A. et al. The Importance of Preliminary Orientation in [4+2]-Cycloadditions of Dienes and Dienophiles with Complex Structures // Mendeleev Communications. 1994. Vol. 4. No. 2. pp. 60-62.
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Tolstikov G. A., Shults E. E., Malikova T. S., Spirikhin L. V. The Importance of Preliminary Orientation in [4+2]-Cycloadditions of Dienes and Dienophiles with Complex Structures // Mendeleev Communications. 1994. Vol. 4. No. 2. pp. 60-62.
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TY - JOUR
DO - 10.1070/MC1994v004n02ABEH000349
UR - https://mendcomm.colab.ws/publications/10.1070/MC1994v004n02ABEH000349
TI - The Importance of Preliminary Orientation in [4+2]-Cycloadditions of Dienes and Dienophiles with Complex Structures
T2 - Mendeleev Communications
AU - Tolstikov, Genrikh Alexandrovich
AU - Shults, Elvira Eduardovna
AU - Malikova, Tamara Sharifyanovna
AU - Spirikhin, Leonid Vasilevich
PY - 1994
DA - 1994/04/30
PB - Mendeleev Communications
SP - 60-62
IS - 2
VL - 4
ER -
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@article{1994_Tolstikov,
author = {Genrikh Alexandrovich Tolstikov and Elvira Eduardovna Shults and Tamara Sharifyanovna Malikova and Leonid Vasilevich Spirikhin},
title = {The Importance of Preliminary Orientation in [4+2]-Cycloadditions of Dienes and Dienophiles with Complex Structures},
journal = {Mendeleev Communications},
year = {1994},
volume = {4},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1994v004n02ABEH000349},
number = {2},
pages = {60--62},
doi = {10.1070/MC1994v004n02ABEH000349}
}
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Tolstikov, Genrikh Alexandrovich, et al. “The Importance of Preliminary Orientation in [4+2]-Cycloadditions of Dienes and Dienophiles with Complex Structures.” Mendeleev Communications, vol. 4, no. 2, Apr. 1994, pp. 60-62. https://mendcomm.colab.ws/publications/10.1070/MC1994v004n02ABEH000349.

Abstract

The [4+2]-cycloaddition reaction of quinopimaric acid with thebaine or β-dihydrothebaine has been performed in order to illustrate the importance of preliminary orientation of the diene and dienophile in the reaction complex stabilized due to different factors: salification was shown to be the principal factor in the orientation of the diene and dienophile in aqueous media, and steric factors were found to dominate in hydrocarbon solvents.

References

1.
10.1070/MC1994v004n02ABEH000349_bib1
Bentley
1971
2.
Novel opiates and antagonists. Part 7. Diels-Alder reaction of .beta.-dihydrothebaine and its 4-phenyl ether with methyl vinyl ketone: synthesis of 6,14-exo-ethenomorphinans
Ghosh A.C., Portlock D.E., Dalzell H.C., Malmberg C., Herlihy P., Razdan R.K., Duax W.L., Smith G.D.
Journal of Organic Chemistry, 1983
7.
10.1070/MC1994v004n02ABEH000349_bib3_2
Tolstikov
Izv. Akad. Nauk, Ser. Khim., 1992
8.
10.1070/MC1994v004n02ABEH000349_bib4_1
Tolstikov
Zh. Org. Khim., 1991
9.
10.1070/MC1994v004n02ABEH000349_bib4_2
Tolstikov
Zh. Org. Khim., 1992
10.
Resin acids. XI. Configuration and transformations of the levopimaric acid-p-benzoquinone adduct
Herz W., Blackstone R.C., Nair M.G.
Journal of Organic Chemistry, 1967
11.
10.1070/MC1994v004n02ABEH000349_bib6
Tolstikov
Zh. Org. Khim., 1992
12.
586. Photochemical cyclisation of diels–alder adducts
Cookson R.C., Crundwell E., Hill R.R., Hudec J.
Journal of the Chemical Society (Resumed), 1964
14.
Effect of allylic substituents on the face selectivity of Diels-Alder reactions of semicyclic dienes
Datta S.C., Franck R.W., Tripathy R., Quigley G.J., Huang L., Chen S., Sihaed A.
Journal of the American Chemical Society, 1990