Tackling N-alkyl imines with 3d metal catalysis: highly enantioselective iron-catalyzed synthesis of α-chiral Amines
A readily activated iron alkyl precatalyst effectively catalyzes the highly enantioselective hydroboration of N-alkyl imines. Employing a chiral bis(oxazolinylmethylidene)isoindoline pincer ligand, the asymmetric reduction of various acyclic N-alkyl imines provided the corresponding α-chiral amines...
Gespeichert in:
| Hauptverfasser: | , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2020
|
| In: |
Angewandte Chemie. International edition
Year: 2020, Jahrgang: 59, Heft: 37, Pages: 15974-15977 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.202006557 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.202006557 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202006557 
|
| Verfasserangaben: | Clemens K. Blasius, Niklas F. Heinrich, Vladislav Vasilenko, and Lutz H. Gade |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1776446666 | ||
| 003 | DE-627 | ||
| 005 | 20230426232334.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 211109s2020 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/anie.202006557 |2 doi | |
| 035 | |a (DE-627)1776446666 | ||
| 035 | |a (DE-599)KXP1776446666 | ||
| 035 | |a (OCoLC)1295680385 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Blasius, Clemens K. |d 1991- |e VerfasserIn |0 (DE-588)1167862236 |0 (DE-627)1031377271 |0 (DE-576)511309422 |4 aut | |
| 245 | 1 | 0 | |a Tackling N-alkyl imines with 3d metal catalysis |b highly enantioselective iron-catalyzed synthesis of α-chiral Amines |c Clemens K. Blasius, Niklas F. Heinrich, Vladislav Vasilenko, and Lutz H. Gade |
| 246 | 3 | 0 | |a Alpha, three |
| 264 | 1 | |c 2020 | |
| 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 First published: 26 May 2020 | ||
| 500 | |a Gesehen am 09.11.2021 | ||
| 520 | |a A readily activated iron alkyl precatalyst effectively catalyzes the highly enantioselective hydroboration of N-alkyl imines. Employing a chiral bis(oxazolinylmethylidene)isoindoline pincer ligand, the asymmetric reduction of various acyclic N-alkyl imines provided the corresponding α-chiral amines in excellent yields and with up to >99 % ee. The applicability of this base metal catalytic system was further demonstrated with the synthesis of the pharmaceuticals Fendiline and Tecalcet. | ||
| 650 | 4 | |a enantioselective catalysis | |
| 650 | 4 | |a hydroboration | |
| 650 | 4 | |a imine reduction | |
| 650 | 4 | |a iron | |
| 650 | 4 | |a N-alkyl amines | |
| 700 | 1 | |a Heinrich, Niklas |e VerfasserIn |0 (DE-588)1202721923 |0 (DE-627)1687169128 |4 aut | |
| 700 | 1 | |a Vasilenko, Vladislav |e VerfasserIn |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 |t Angewandte Chemie. International edition |d Weinheim : Wiley-VCH, 1998 |g 59(2020), 37, Seite 15974-15977 |h Online-Ressource |w (DE-627)320497879 |w (DE-600)2011836-3 |w (DE-576)111552060 |x 1521-3773 |7 nnas |a Tackling N-alkyl imines with 3d metal catalysis highly enantioselective iron-catalyzed synthesis of α-chiral Amines |
| 773 | 1 | 8 | |g volume:59 |g year:2020 |g number:37 |g pages:15974-15977 |g extent:4 |a Tackling N-alkyl imines with 3d metal catalysis highly enantioselective iron-catalyzed synthesis of α-chiral Amines |
| 856 | 4 | 0 | |u https://doi.org/10.1002/anie.202006557 |x Verlag |x Resolving-System |z kostenfrei |3 Volltext |
| 856 | 4 | 0 | |u https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202006557 |x Verlag |z kostenfrei |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20211109 | ||
| 993 | |a Article | ||
| 994 | |a 2020 | ||
| 998 | |g 1019812737 |a Gade, Lutz H. |m 1019812737:Gade, Lutz H. |d 120000 |d 120200 |e 120000PG1019812737 |e 120200PG1019812737 |k 0/120000/ |k 1/120000/120200/ |p 4 |y j | ||
| 998 | |g 1202721923 |a Heinrich, Niklas |m 1202721923:Heinrich, Niklas |d 120000 |d 120200 |e 120000PH1202721923 |e 120200PH1202721923 |k 0/120000/ |k 1/120000/120200/ |p 2 | ||
| 998 | |g 1167862236 |a Blasius, Clemens K. |m 1167862236:Blasius, Clemens K. |d 120000 |d 120200 |e 120000PB1167862236 |e 120200PB1167862236 |k 0/120000/ |k 1/120000/120200/ |p 1 |x j | ||
| 999 | |a KXP-PPN1776446666 |e 4000024167 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"title":[{"title":"Tackling N-alkyl imines with 3d metal catalysis","subtitle":"highly enantioselective iron-catalyzed synthesis of α-chiral Amines","title_sort":"Tackling N-alkyl imines with 3d metal catalysis"}],"person":[{"family":"Blasius","role":"aut","display":"Blasius, Clemens K.","given":"Clemens K."},{"role":"aut","display":"Heinrich, Niklas","given":"Niklas","family":"Heinrich"},{"role":"aut","display":"Vasilenko, Vladislav","given":"Vladislav","family":"Vasilenko"},{"display":"Gade, Lutz H.","given":"Lutz H.","role":"aut","family":"Gade"}],"id":{"doi":["10.1002/anie.202006557"],"eki":["1776446666"]},"physDesc":[{"extent":"4 S."}],"type":{"bibl":"article-journal","media":"Online-Ressource"},"language":["eng"],"name":{"displayForm":["Clemens K. Blasius, Niklas F. Heinrich, Vladislav Vasilenko, and Lutz H. Gade"]},"recId":"1776446666","relHost":[{"corporate":[{"display":"Gesellschaft Deutscher Chemiker","role":"isb"}],"titleAlt":[{"title":"Angewandte Chemie / International edition"}],"type":{"bibl":"periodical","media":"Online-Ressource"},"disp":"Tackling N-alkyl imines with 3d metal catalysis highly enantioselective iron-catalyzed synthesis of α-chiral AminesAngewandte Chemie. International edition","physDesc":[{"extent":"Online-Ressource"}],"part":{"volume":"59","extent":"4","issue":"37","year":"2020","pages":"15974-15977","text":"59(2020), 37, Seite 15974-15977"},"title":[{"partname":"International edition","title_sort":"Angewandte Chemie","subtitle":"a journal of the Gesellschaft Deutscher Chemiker","title":"Angewandte Chemie"}],"pubHistory":["37.1998 -"],"origin":[{"publisherPlace":"Weinheim","dateIssuedKey":"1998","publisher":"Wiley-VCH","dateIssuedDisp":"1998-"}],"note":["Gesehen am 20.12.2022","Fortsetzung der Druck-Ausgabe"],"recId":"320497879","language":["eng"],"id":{"doi":["10.1002/(ISSN)1521-3773"],"issn":["1521-3773"],"eki":["320497879"],"zdb":["2011836-3"]}}],"origin":[{"dateIssuedDisp":"2020","dateIssuedKey":"2020"}],"note":["First published: 26 May 2020","Gesehen am 09.11.2021"]} | ||
| SRT | |a BLASIUSCLETACKLINGNA2020 | ||