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Diastereoselective synthesis of 3,4-dihydro-2H-pyran-4-carboxamides through an unusual regiospecific quasi-hydrolysis of a cyano group
Publication type: Journal Article
Publication date: 2016-09-27
scimago Q2
wos Q3
SJR: 0.482
CiteScore: 3.8
Impact factor: 2.1
ISSN: 18605397
PubMed ID:
27829915
Organic Chemistry
Abstract
An efficient diastereoselective approach for the synthesis of functionalized 3,4-dihydro-2H-pyran-4-carboxamides with variable frame was developed based on the reaction of available 4-oxoalkane-1,1,2,2-tetracarbonitriles (adducts of TCNE and ketones) with aldehydes in an acidic media. An unusual process of quasi hydrolysis of the cyano group was observed in the course of the described regio- and diastereoselective transformation.
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12
Total citations:
12
Citations from 2024:
1
(8%)
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GOST
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Ievlev M. Y. et al. Diastereoselective synthesis of 3,4-dihydro-2H-pyran-4-carboxamides through an unusual regiospecific quasi-hydrolysis of a cyano group // Beilstein Journal of Organic Chemistry. 2016. Vol. 12. pp. 2093-2098.
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Ievlev M. Y., Ершов О., Belikov M. Yu., Milovidova A. G., Тафеенко В. А., Nasakin O. E. Diastereoselective synthesis of 3,4-dihydro-2H-pyran-4-carboxamides through an unusual regiospecific quasi-hydrolysis of a cyano group // Beilstein Journal of Organic Chemistry. 2016. Vol. 12. pp. 2093-2098.
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RIS
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TY - JOUR
DO - 10.3762/bjoc.12.198
UR - https://doi.org/10.3762/bjoc.12.198
TI - Diastereoselective synthesis of 3,4-dihydro-2H-pyran-4-carboxamides through an unusual regiospecific quasi-hydrolysis of a cyano group
T2 - Beilstein Journal of Organic Chemistry
AU - Ievlev, Mikhail Yu.
AU - Ершов, О.В.
AU - Belikov, Mikhail Yu
AU - Milovidova, Angelina G
AU - Тафеенко, В. А.
AU - Nasakin, Oleg E
PY - 2016
DA - 2016/09/27
PB - Beilstein-Institut
SP - 2093-2098
VL - 12
PMID - 27829915
SN - 1860-5397
ER -
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BibTex (up to 50 authors)
Copy
@article{2016_Ievlev,
author = {Mikhail Yu. Ievlev and О.В. Ершов and Mikhail Yu Belikov and Angelina G Milovidova and В. А. Тафеенко and Oleg E Nasakin},
title = {Diastereoselective synthesis of 3,4-dihydro-2H-pyran-4-carboxamides through an unusual regiospecific quasi-hydrolysis of a cyano group},
journal = {Beilstein Journal of Organic Chemistry},
year = {2016},
volume = {12},
publisher = {Beilstein-Institut},
month = {sep},
url = {https://doi.org/10.3762/bjoc.12.198},
pages = {2093--2098},
doi = {10.3762/bjoc.12.198}
}