In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds
New perspectives, in particular for the synthesis of isochromane derivatives (see scheme), are provided by the title reaction. Excellent diastereoselectivites are achieved in this reaction which proceeds through a gold-catalyzed 1,3-acyloxy migration. In some cases exclusively the Z isomer is detect...
Gespeichert in:
| Hauptverfasser: | , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
12 June 2013
|
| In: |
Angewandte Chemie. International edition
Year: 2013, Jahrgang: 52, Heft: 29, Pages: 7586-7589 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201302402 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/anie.201302402 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201302402 |
| Verfasserangaben: | Yang Yu, Weibo Yang, Frank Rominger, and A. Stephen K. Hashmi |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1764371011 | ||
| 003 | DE-627 | ||
| 005 | 20230426140800.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 210726s2013 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/anie.201302402 |2 doi | |
| 035 | |a (DE-627)1764371011 | ||
| 035 | |a (DE-599)KXP1764371011 | ||
| 035 | |a (OCoLC)1341419821 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Yu, Yang |e VerfasserIn |0 (DE-588)1166209784 |0 (DE-627)103024443X |0 (DE-576)510678572 |4 aut | |
| 245 | 1 | 0 | |a In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds |c Yang Yu, Weibo Yang, Frank Rominger, and A. Stephen K. Hashmi |
| 246 | 3 | 3 | |a In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp 3) - C(sp 2) bonds |
| 264 | 1 | |c 12 June 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 Im Titel sind die Zahlen 3 und 2 hochgestellt | ||
| 500 | |a Gesehen am 26.07.2021 | ||
| 520 | |a New perspectives, in particular for the synthesis of isochromane derivatives (see scheme), are provided by the title reaction. Excellent diastereoselectivites are achieved in this reaction which proceeds through a gold-catalyzed 1,3-acyloxy migration. In some cases exclusively the Z isomer is detected. | ||
| 650 | 4 | |a chromanes | |
| 650 | 4 | |a gold | |
| 650 | 4 | |a homogeneous catalysis | |
| 650 | 4 | |a propargyl esters | |
| 650 | 4 | |a rearrangement | |
| 700 | 1 | |a Yang, Weibo |e VerfasserIn |0 (DE-588)1166208729 |0 (DE-627)1030244340 |0 (DE-576)510678505 |4 aut | |
| 700 | 1 | |a Rominger, Frank |d 1964- |e VerfasserIn |0 (DE-588)1019978228 |0 (DE-627)691067821 |0 (DE-576)359202756 |4 aut | |
| 700 | 1 | |a Hashmi, A. Stephen K. |d 1963- |e VerfasserIn |0 (DE-588)101199576X |0 (DE-627)704823926 |0 (DE-576)169176665 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Angewandte Chemie. International edition |d Weinheim : Wiley-VCH, 1998 |g 52(2013), 29, Seite 7586-7589 |h Online-Ressource |w (DE-627)320497879 |w (DE-600)2011836-3 |w (DE-576)111552060 |x 1521-3773 |7 nnas |a In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds |
| 773 | 1 | 8 | |g volume:52 |g year:2013 |g number:29 |g pages:7586-7589 |g extent:4 |a In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds |
| 776 | 0 | 8 | |i Erscheint auch als |n Druck-Ausgabe |t In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds |d 2013 |w (DE-627)147741102X |w (DE-576)40741102X |
| 856 | 4 | 0 | |u https://doi.org/10.1002/anie.201302402 |x Verlag |x Resolving-System |z lizenzpflichtig |3 Volltext |
| 856 | 4 | 0 | |u https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201302402 |x Verlag |z lizenzpflichtig |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20210726 | ||
| 993 | |a Article | ||
| 994 | |a 2013 | ||
| 998 | |g 101199576X |a Hashmi, A. Stephen K. |m 101199576X:Hashmi, A. Stephen K. |d 120000 |d 120100 |e 120000PH101199576X |e 120100PH101199576X |k 0/120000/ |k 1/120000/120100/ |p 4 |y j | ||
| 998 | |g 1019978228 |a Rominger, Frank |m 1019978228:Rominger, Frank |d 120000 |d 120100 |e 120000PR1019978228 |e 120100PR1019978228 |k 0/120000/ |k 1/120000/120100/ |p 3 | ||
| 998 | |g 1166208729 |a Yang, Weibo |m 1166208729:Yang, Weibo |d 120000 |d 120100 |e 120000PY1166208729 |e 120100PY1166208729 |k 0/120000/ |k 1/120000/120100/ |p 2 | ||
| 999 | |a KXP-PPN1764371011 |e 3957650674 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"name":{"displayForm":["Yang Yu, Weibo Yang, Frank Rominger, and A. Stephen K. Hashmi"]},"physDesc":[{"extent":"4 S."}],"recId":"1764371011","relHost":[{"language":["eng"],"part":{"extent":"4","volume":"52","year":"2013","text":"52(2013), 29, Seite 7586-7589","pages":"7586-7589","issue":"29"},"origin":[{"publisherPlace":"Weinheim","dateIssuedDisp":"1998-","publisher":"Wiley-VCH","dateIssuedKey":"1998"}],"note":["Gesehen am 20.12.2022","Fortsetzung der Druck-Ausgabe"],"titleAlt":[{"title":"Angewandte Chemie / International edition"}],"title":[{"title":"Angewandte Chemie","subtitle":"a journal of the Gesellschaft Deutscher Chemiker","partname":"International edition","title_sort":"Angewandte Chemie"}],"type":{"bibl":"periodical","media":"Online-Ressource"},"disp":"In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bondsAngewandte Chemie. International edition","corporate":[{"role":"isb","display":"Gesellschaft Deutscher Chemiker"}],"id":{"doi":["10.1002/(ISSN)1521-3773"],"zdb":["2011836-3"],"eki":["320497879"],"issn":["1521-3773"]},"recId":"320497879","pubHistory":["37.1998 -"],"physDesc":[{"extent":"Online-Ressource"}]}],"id":{"doi":["10.1002/anie.201302402"],"eki":["1764371011"]},"person":[{"family":"Yu","display":"Yu, Yang","role":"aut","given":"Yang"},{"given":"Weibo","role":"aut","family":"Yang","display":"Yang, Weibo"},{"display":"Rominger, Frank","family":"Rominger","role":"aut","given":"Frank"},{"given":"A. Stephen K.","role":"aut","family":"Hashmi","display":"Hashmi, A. Stephen K."}],"note":["Im Titel sind die Zahlen 3 und 2 hochgestellt","Gesehen am 26.07.2021"],"titleAlt":[{"title":"In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp 3) - C(sp 2) bonds"}],"origin":[{"dateIssuedDisp":"12 June 2013","dateIssuedKey":"2013"}],"title":[{"title_sort":"In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds","title":"In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds"}],"type":{"media":"Online-Ressource","bibl":"article-journal"},"language":["eng"]} | ||
| SRT | |a YUYANGYANGINSITUGENE1220 | ||