-
Je něco špatně v tomto záznamu ?
The enantioselective addition of 1-fluoro-1-nitro(phenylsulfonyl)methane to isatin-derived ketimines
M. Urban, M. Franc, M. Hofmanová, I. Císařová, J. Veselý,
Jazyk angličtina Země Anglie, Velká Británie
Typ dokumentu časopisecké články
PubMed
29083001
DOI
10.1039/c7ob02408h
Knihovny.cz E-zdroje
- MeSH
- benzensulfonáty chemie MeSH
- iminy chemie MeSH
- isatin chemie MeSH
- methan chemie MeSH
- nitrily chemie MeSH
- stereoizomerie MeSH
- Publikační typ
- časopisecké články MeSH
An asymmetric organocatalytic addition of fluorinated phenylsulfonylnitromethane to isatin-derived ketimines was developed. The reaction was efficiently catalyzed by a chiral tertiary amine, cinchonine. This methodology provides a new type of optically active compound with two adjacent quaternary carbon stereocenters in good yield (up to 96%), with moderate diastereoselectivity (up to 5.7 : 1 dr) and excellent enantioselectivity (up to 98/96% ee).
Department of Inorganic Chemistry Charles University Hlavova 8 12843 Prague Czech Republic
Department of Organic Chemistry Charles University Hlavova 8 12843 Prague Czech Republic
Citace poskytuje Crossref.org
- 000
- 00000naa a2200000 a 4500
- 001
- bmc18024522
- 003
- CZ-PrNML
- 005
- 20180718104155.0
- 007
- ta
- 008
- 180709s2017 enk f 000 0|eng||
- 009
- AR
- 024 7_
- $a 10.1039/c7ob02408h $2 doi
- 035 __
- $a (PubMed)29083001
- 040 __
- $a ABA008 $b cze $d ABA008 $e AACR2
- 041 0_
- $a eng
- 044 __
- $a enk
- 100 1_
- $a Urban, M $u Department of Organic Chemistry, Charles University, Hlavova 8, 12843 Prague, Czech Republic. jxvesely@natur.cuni.cz.
- 245 14
- $a The enantioselective addition of 1-fluoro-1-nitro(phenylsulfonyl)methane to isatin-derived ketimines / $c M. Urban, M. Franc, M. Hofmanová, I. Císařová, J. Veselý,
- 520 9_
- $a An asymmetric organocatalytic addition of fluorinated phenylsulfonylnitromethane to isatin-derived ketimines was developed. The reaction was efficiently catalyzed by a chiral tertiary amine, cinchonine. This methodology provides a new type of optically active compound with two adjacent quaternary carbon stereocenters in good yield (up to 96%), with moderate diastereoselectivity (up to 5.7 : 1 dr) and excellent enantioselectivity (up to 98/96% ee).
- 650 _2
- $a benzensulfonáty $x chemie $7 D001557
- 650 _2
- $a iminy $x chemie $7 D007097
- 650 _2
- $a isatin $x chemie $7 D007510
- 650 _2
- $a methan $x chemie $7 D008697
- 650 _2
- $a nitrily $x chemie $7 D009570
- 650 _2
- $a stereoizomerie $7 D013237
- 655 _2
- $a časopisecké články $7 D016428
- 700 1_
- $a Franc, M $u Department of Organic Chemistry, Charles University, Hlavova 8, 12843 Prague, Czech Republic. jxvesely@natur.cuni.cz.
- 700 1_
- $a Hofmanová, M $u Department of Organic Chemistry, Charles University, Hlavova 8, 12843 Prague, Czech Republic. jxvesely@natur.cuni.cz.
- 700 1_
- $a Císařová, I $u Department of Inorganic Chemistry, Charles University, Hlavova 8, 12843 Prague, Czech Republic.
- 700 1_
- $a Veselý, J $u Department of Organic Chemistry, Charles University, Hlavova 8, 12843 Prague, Czech Republic. jxvesely@natur.cuni.cz.
- 773 0_
- $w MED00007088 $t Organic & biomolecular chemistry $x 1477-0539 $g Roč. 15, č. 43 (2017), s. 9071-9076
- 856 41
- $u https://pubmed.ncbi.nlm.nih.gov/29083001 $y Pubmed
- 910 __
- $a ABA008 $b sig $c sign $y a $z 0
- 990 __
- $a 20180709 $b ABA008
- 991 __
- $a 20180718104455 $b ABA008
- 999 __
- $a ok $b bmc $g 1316653 $s 1021443
- BAS __
- $a 3
- BAS __
- $a PreBMC
- BMC __
- $a 2017 $b 15 $c 43 $d 9071-9076 $i 1477-0539 $m Organic & biomolecular chemistry $n Org Biomol Chem $x MED00007088
- LZP __
- $a Pubmed-20180709