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Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate

Rail Rafkatovich Gataullin 1
Rail Rafkatovich Gataullin
, 
Kirill Yu Suponitsky 2
Kirill Yu Suponitsky
10.1016/j.mencom.2009.09.019
Published 2009-09-15
Communication , Volume 19, Issue 5, 284-286
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Gataullin R. R., Suponitsky K. Yu. Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate // Mendeleev Communications. 2009. Vol. 19. No. 5. pp. 284-286.
GOST all authors (up to 50) Copy
Gataullin R. R., Suponitsky K. Yu. Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate // Mendeleev Communications. 2009. Vol. 19. No. 5. pp. 284-286.
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TY - JOUR
DO - 10.1016/j.mencom.2009.09.019
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.019
TI - Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate
T2 - Mendeleev Communications
AU - Gataullin, Rail Rafkatovich
AU - Suponitsky, Kirill Yu
PY - 2009
DA - 2009/09/15
PB - Mendeleev Communications
SP - 284-286
IS - 5
VL - 19
ER -
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@article{2009_Gataullin,
author = {Rail Rafkatovich Gataullin and Kirill Yu Suponitsky},
title = {Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate},
journal = {Mendeleev Communications},
year = {2009},
volume = {19},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.019},
number = {5},
pages = {284--286},
doi = {10.1016/j.mencom.2009.09.019}
}
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Gataullin, Rail Rafkatovich, and Kirill Yu Suponitsky. “Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate.” Mendeleev Communications, vol. 19, no. 5, Sep. 2009, pp. 284-286. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.019.

Keywords

epoxidation reaction
potassium permanganate
X-ray crystallography

Abstract

An unexpected product of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole oxidation with potassium permanganate under alkaline conditions was isolated. Along with (2R,3S,3aR,8bS)-N-tosyl-7-methoxy-2,3-dihydroxy-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole, (3SR,3aRS,8bSR)-N-tosyl-7-methoxy-3-hydroxy-1,2-epoxy-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole was formed.

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