Enantioselective iron-catalyzed azidation of β-keto esters and oxindoles

The first example of Fe-catalyzed enantioselective azidations of β-keto esters and oxindoles using a readily available N3-transfer reagent is reported. A number of α-azido-β-keto esters were obtained with up to 93% ee, and this methodology also generates 3-substitued 3-azidooxindoles with high enant...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Deng, Qing-Hai (VerfasserIn) , Bleith, Tim Manuel (VerfasserIn) , Wadepohl, Hubert (VerfasserIn) , Gade, Lutz H. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: March 28, 2013
In: Journal of the American Chemical Society
Year: 2013, Jahrgang: 135, Heft: 14, Pages: 5356-5359
ISSN:1520-5126
DOI:10.1021/ja402082p
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/ja402082p
Volltext
Verfasserangaben:Qing-Hai Deng, Tim Bleith, Hubert Wadepohl, and Lutz H. Gade

MARC

LEADER 00000caa a2200000 c 4500
001 1742665101
003 DE-627
005 20230427190736.0
007 cr uuu---uuuuu
008 201211s2013 xx |||||o 00| ||eng c
024 7 |a 10.1021/ja402082p  |2 doi 
035 |a (DE-627)1742665101 
035 |a (DE-599)KXP1742665101 
035 |a (OCoLC)1341383671 
040 |a DE-627  |b ger  |c DE-627  |e rda 
041 |a eng 
084 |a 30  |2 sdnb 
100 1 |a Deng, Qing-Hai  |e VerfasserIn  |0 (DE-588)1179276566  |0 (DE-627)106678311X  |0 (DE-576)518170616  |4 aut 
245 1 0 |a Enantioselective iron-catalyzed azidation of β-keto esters and oxindoles  |c Qing-Hai Deng, Tim Bleith, Hubert Wadepohl, and Lutz H. Gade 
246 3 3 |a Enantioselective iron-catalyzed azidation of beta -keto esters and oxindoles 
264 1 |c March 28, 2013 
300 |a 4 
336 |a Text  |b txt  |2 rdacontent 
337 |a Computermedien  |b c  |2 rdamedia 
338 |a Online-Ressource  |b cr  |2 rdacarrier 
500 |a Gesehen am 11.12.2020 
520 |a The first example of Fe-catalyzed enantioselective azidations of β-keto esters and oxindoles using a readily available N3-transfer reagent is reported. A number of α-azido-β-keto esters were obtained with up to 93% ee, and this methodology also generates 3-substitued 3-azidooxindoles with high enantioselectivities (up to 94%). 
700 1 |a Bleith, Tim Manuel  |e VerfasserIn  |0 (DE-588)1115205749  |0 (DE-627)869717065  |0 (DE-576)477650686  |4 aut 
700 1 |a Wadepohl, Hubert  |e VerfasserIn  |0 (DE-588)1019812354  |0 (DE-627)691026572  |0 (DE-576)358886724  |4 aut 
700 1 |a Gade, Lutz H.  |d 1963-  |e VerfasserIn  |0 (DE-588)1019812737  |0 (DE-627)691026750  |0 (DE-576)358881870  |4 aut 
773 0 8 |i Enthalten in  |a American Chemical Society  |t Journal of the American Chemical Society  |d Washington, DC : ACS Publications, 1879  |g 135(2013), 14, Seite 5356-5359  |w (DE-627)268132836  |w (DE-600)1472210-0  |w (DE-576)090854284  |x 1520-5126  |7 nnas 
773 1 8 |g volume:135  |g year:2013  |g number:14  |g pages:5356-5359  |g extent:4  |a Enantioselective iron-catalyzed azidation of β-keto esters and oxindoles 
856 4 0 |u https://doi.org/10.1021/ja402082p  |x Verlag  |x Resolving-System  |z lizenzpflichtig  |3 Volltext 
951 |a AR 
992 |a 20201211 
993 |a Article 
994 |a 2013 
998 |g 1019812737  |a Gade, Lutz H.  |m 1019812737:Gade, Lutz H.  |d 120000  |d 120200  |d 120000  |e 120000PG1019812737  |e 120200PG1019812737  |e 120000PG1019812737  |k 0/120000/  |k 1/120000/120200/  |k 0/120000/  |p 4  |y j 
998 |g 1019812354  |a Wadepohl, Hubert  |m 1019812354:Wadepohl, Hubert  |d 120000  |d 120200  |d 120000  |e 120000PW1019812354  |e 120200PW1019812354  |e 120000PW1019812354  |k 0/120000/  |k 1/120000/120200/  |k 0/120000/  |p 3 
998 |g 1115205749  |a Bleith, Tim Manuel  |m 1115205749:Bleith, Tim Manuel  |p 2 
998 |g 1179276566  |a Deng, Qing-Hai  |m 1179276566:Deng, Qing-Hai  |d 120000  |d 120200  |e 120000PD1179276566  |e 120200PD1179276566  |k 0/120000/  |k 1/120000/120200/  |p 1  |x j 
999 |a KXP-PPN1742665101  |e 3823651862 
BIB |a Y 
SER |a journal 
JSO |a {"name":{"displayForm":["Qing-Hai Deng, Tim Bleith, Hubert Wadepohl, and Lutz H. Gade"]},"id":{"eki":["1742665101"],"doi":["10.1021/ja402082p"]},"origin":[{"dateIssuedDisp":"March 28, 2013","dateIssuedKey":"2013"}],"relHost":[{"name":{"displayForm":["Ed.: Allen J. Bard [u.a.]"]},"id":{"issn":["1520-5126"],"zdb":["1472210-0"],"eki":["268132836"]},"origin":[{"publisher":"ACS Publications ; American Chemical Society","dateIssuedKey":"1879","dateIssuedDisp":"1879-","publisherPlace":"Washington, DC ; Washington, DC"}],"title":[{"title":"Journal of the American Chemical Society","subtitle":"JACS","title_sort":"Journal of the American Chemical Society"}],"language":["eng"],"corporate":[{"roleDisplay":"VerfasserIn","display":"American Chemical Society","role":"aut"}],"recId":"268132836","note":["Gesehen am 25.08.2020"],"disp":"American Chemical SocietyJournal of the American Chemical Society","type":{"media":"Online-Ressource","bibl":"periodical"},"titleAlt":[{"title":"JACS"},{"title":"web edition"}],"part":{"volume":"135","text":"135(2013), 14, Seite 5356-5359","extent":"4","year":"2013","issue":"14","pages":"5356-5359"},"pubHistory":["1.1879 -"]}],"physDesc":[{"extent":"4 S."}],"person":[{"given":"Qing-Hai","family":"Deng","role":"aut","display":"Deng, Qing-Hai","roleDisplay":"VerfasserIn"},{"display":"Bleith, Tim Manuel","roleDisplay":"VerfasserIn","role":"aut","family":"Bleith","given":"Tim Manuel"},{"roleDisplay":"VerfasserIn","display":"Wadepohl, Hubert","role":"aut","family":"Wadepohl","given":"Hubert"},{"role":"aut","display":"Gade, Lutz H.","roleDisplay":"VerfasserIn","given":"Lutz H.","family":"Gade"}],"title":[{"title_sort":"Enantioselective iron-catalyzed azidation of β-keto esters and oxindoles","title":"Enantioselective iron-catalyzed azidation of β-keto esters and oxindoles"}],"recId":"1742665101","language":["eng"],"type":{"bibl":"article-journal","media":"Online-Ressource"},"note":["Gesehen am 11.12.2020"],"titleAlt":[{"title":"Enantioselective iron-catalyzed azidation of beta -keto esters and oxindoles"}]} 
SRT |a DENGQINGHAENANTIOSEL2820