Direct Reductive Amination of Camphor Using Iron Pentacarbonyl as Stoichiometric Reducing Agent: Features and Limitations
Oleg I Afanasyev
1
,
Artemy R Fatkulin
1
,
Pavel N. Solyev
2
,
Ivan Smirnov
3
,
Artem Amangeldyev
3
,
Sergey E Semenov
3
,
3
Moscow SouthâEastern School named after V.I. Chuikov (Moscow Chemical Lyceum) 4 Tamozhenniy proezd 111033 Moscow Russian Federation
|
Publication type: Journal Article
Publication date: 2020-10-01
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
The method of direct reductive amination of camphor and fenchone was proposed. The most effective reducing agent is iron carbonyl. No ligands or solvents are needed. The stereochemistry of the corresponding products was determined by HMBC, HSQC, and NOESY spectra. The limitations of the method were shown. The reaction of camphor with primary amines led to exclusively exo product, while the reaction of fenchone led to exclusively endo product. The reaction of camphor with cyclic secondary amines led to the mixture of endo and exo isomers.
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Afanasyev O. I. et al. Direct Reductive Amination of Camphor Using Iron Pentacarbonyl as Stoichiometric Reducing Agent: Features and Limitations // European Journal of Organic Chemistry. 2020. Vol. 2020. No. 39. pp. 6289-6294.
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Afanasyev O. I., Fatkulin A. R., Solyev P. N., Smirnov I., Amangeldyev A., Semenov S. E., Chusov D. Direct Reductive Amination of Camphor Using Iron Pentacarbonyl as Stoichiometric Reducing Agent: Features and Limitations // European Journal of Organic Chemistry. 2020. Vol. 2020. No. 39. pp. 6289-6294.
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TY - JOUR
DO - 10.1002/ejoc.202001087
UR - https://doi.org/10.1002/ejoc.202001087
TI - Direct Reductive Amination of Camphor Using Iron Pentacarbonyl as Stoichiometric Reducing Agent: Features and Limitations
T2 - European Journal of Organic Chemistry
AU - Afanasyev, Oleg I
AU - Fatkulin, Artemy R
AU - Solyev, Pavel N.
AU - Smirnov, Ivan
AU - Amangeldyev, Artem
AU - Semenov, Sergey E
AU - Chusov, Denis
PY - 2020
DA - 2020/10/01
PB - Wiley
SP - 6289-6294
IS - 39
VL - 2020
SN - 1434-193X
SN - 1099-0690
ER -
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BibTex (up to 50 authors)
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@article{2020_Afanasyev,
author = {Oleg I Afanasyev and Artemy R Fatkulin and Pavel N. Solyev and Ivan Smirnov and Artem Amangeldyev and Sergey E Semenov and Denis Chusov},
title = {Direct Reductive Amination of Camphor Using Iron Pentacarbonyl as Stoichiometric Reducing Agent: Features and Limitations},
journal = {European Journal of Organic Chemistry},
year = {2020},
volume = {2020},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/ejoc.202001087},
number = {39},
pages = {6289--6294},
doi = {10.1002/ejoc.202001087}
}
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MLA
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Afanasyev, Oleg I., et al. âDirect Reductive Amination of Camphor Using Iron Pentacarbonyl as Stoichiometric Reducing Agent: Features and Limitations.â European Journal of Organic Chemistry, vol. 2020, no. 39, Oct. 2020, pp. 6289-6294. https://doi.org/10.1002/ejoc.202001087.