Asymmetric catalytic synthesis of functionalized tetrahydroquinolines in supercritical fluids

Asymmetric catalytic synthesis of functionalized tetrahydroquinolines in supercritical fluids Full article

Journal

Journal of Supercritical Fluids
ISSN: 1872-8162 , E-ISSN: 0896-8446

Output data

Year: 2016, Volume: 109, Pages: 35-42 Pages count : 8 DOI: 10.1016/j.supflu.2015.11.004

Authors

Filatova Evgeniya V. ¹ , Turova Olga V. ¹ , Kuchurov Ilya V. ¹ , Kostenko Alexey A. ² , Nigmatov Albert G. ¹ , Zlotin Sergei G. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prospect, 119991, Moscow, Russia
2	D. I. Mendeleev University of Chemical Technology, 9 Miusskaya square, 125047, Moscow, Russia

Bifunctional tertiary amine-catalysed Michael-initiated asymmetric domino-reactions are accomplished for the first time in supercritical fluids (sc-CO2 and sc-CHF3). In the proposed conditions, o-N-tosylaminophenyl α,β-unsaturated ketones react with α-nitroalkenes to afford valuable to pharmacology densely functionalized chiral tetrahydroquinolines in moderate to high yields and with very high diastereo- (dr > 99:1) and enantioselectivity (up to 98% ee).

Filatova E.V. , Turova O.V. , Kuchurov I.V. , Kostenko A.A. , Nigmatov A.G. , Zlotin S.G.
Asymmetric catalytic synthesis of functionalized tetrahydroquinolines in supercritical fluids
Journal of Supercritical Fluids. 2016. V.109. P.35-42. DOI: 10.1016/j.supflu.2015.11.004 WOS Scopus OpenAlex

Web of science:	WOS:000368865800004
Scopus:	2-s2.0-84948410684
OpenAlex:	W2132158117

DB	Citing
OpenAlex	27
Scopus	26
Web of science	23