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Novel C2-symmetric phenylglycine derivatives as organocatalysts of the Michael reaction between nitroalkenes and ketones Full article

Journal Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Output data Year: 2021, Volume: 70, Number: 5, Pages: 885-889 Pages count : 5 DOI: 10.1007/s11172-021-3163-x
Authors Kostenko A.A. 1 , Kuznetsova O.Yu. 1 , Kucherenko A.S. 1 , Zlotin S.G. 1
Affiliations
1 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow (Russian Federation)

Abstract: A comprehensive study of the activity of the amide-type organocatalysts based on (R)- and (S)-phenylglycine and 1,2-di(2-pyridyl)-1,2-diaminoethane in the asymmetric Michael reaction between various nitroalkenes and ketones was carried out. The products of the studied reactions were formed in up to 99% yield, with syn diastereoselectivity (dr) >20: 1 and enantiomeric excess of up to 93% ee for syn-isomer. The organocatalysts can be regenerated and reused in at least seven reaction cycles.
Cite: Kostenko A.A. , Kuznetsova O.Y. , Kucherenko A.S. , Zlotin S.G.
Novel C2-symmetric phenylglycine derivatives as organocatalysts of the Michael reaction between nitroalkenes and ketones
Russian Chemical Bulletin. 2021. V.70. N5. P.885-889. DOI: 10.1007/s11172-021-3163-x WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000657311100011
Scopus: 2-s2.0-85107078651
OpenAlex: W3167726145
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