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Sodium borohydride reduction of 4-aryl-N-trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline ozonide

Alexander Genrikhovich Tolstikov 1
Alexander Genrikhovich Tolstikov
,  ,  , 
Elena Sergeevna Lukina 1
Elena Sergeevna Lukina
, 
Denis Victorovich Nedopekin 1
Denis Victorovich Nedopekin
, 
Leonard Mukhibovich Khalilov 1
Leonard Mukhibovich Khalilov
, 
Viktor Nikolaevich Odinokov 1
Viktor Nikolaevich Odinokov
10.1016/j.mencom.2011.09.019
Published 2011-09-14
Communication , Volume 21, Issue 5, 285-286
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Tolstikov A. G. et al. Sodium borohydride reduction of 4-aryl-N-trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline ozonide // Mendeleev Communications. 2011. Vol. 21. No. 5. pp. 285-286.
GOST all authors (up to 50) Copy
Tolstikov A. G., Savchenko R. G., Afonkina S. R., Lukina E. S., Nedopekin D. V., Khalilov L. M., Odinokov V. N. Sodium borohydride reduction of 4-aryl-N-trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline ozonide // Mendeleev Communications. 2011. Vol. 21. No. 5. pp. 285-286.
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TY - JOUR
DO - 10.1016/j.mencom.2011.09.019
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.019
TI - Sodium borohydride reduction of 4-aryl-N-trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline ozonide
T2 - Mendeleev Communications
AU - Tolstikov, Alexander Genrikhovich
AU - Savchenko, Rimma Gafurovna
AU - Afonkina, Svetlana Razifovna
AU - Lukina, Elena Sergeevna
AU - Nedopekin, Denis Victorovich
AU - Khalilov, Leonard Mukhibovich
AU - Odinokov, Viktor Nikolaevich
PY - 2011
DA - 2011/09/14
PB - Mendeleev Communications
SP - 285-286
IS - 5
VL - 21
ER -
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@article{2011_Tolstikov,
author = {Alexander Genrikhovich Tolstikov and Rimma Gafurovna Savchenko and Svetlana Razifovna Afonkina and Elena Sergeevna Lukina and Denis Victorovich Nedopekin and Leonard Mukhibovich Khalilov and Viktor Nikolaevich Odinokov},
title = {Sodium borohydride reduction of 4-aryl-N-trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline ozonide},
journal = {Mendeleev Communications},
year = {2011},
volume = {21},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.019},
number = {5},
pages = {285--286},
doi = {10.1016/j.mencom.2011.09.019}
}
MLA
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Tolstikov, Alexander Genrikhovich, et al. “Sodium borohydride reduction of 4-aryl-N-trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline ozonide.” Mendeleev Communications, vol. 21, no. 5, Sep. 2011, pp. 285-286. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.019.

Keywords

ozonides
reduction
δ-Lactones

Abstract

Reduction of the title ozonide with 1 equiv. of sodium borohydride in ethanol leads to the transformation of the ozonide moiety into d-lactone one, whereas the use of 5 equiv. of the reductant affords the corresponding 1,5-diol, with N-deacylation occurring in all cases.

References

6.
10.1016/j.mencom.2011.09.019_bib0015
Tolstikov
Izv. Akad. Nauk, Ser. Khim., 2009
11.
A. Hajos, Komplexe Hydride und ihre Anwendung in der Organischen. Chemie, VEB;1; Deutscher Verlag der Wissenschaften, Berlin, 1966.
12.
Synthesis and study of substituted coumarins. A facile preparation of D,L-o-tyrosine
Kokotos G., Tzougraki C.
Journal of Heterocyclic Chemistry, 1986