Cover Image

Gold-catalyzed formal 1,6-acyloxy migration leading to 3,4-disubstituted pyrrolidin-2-ones

Show other versions (1)

Mobile: The title reaction affords diastereomerically pure 3,4-disubstituted pyrrolidin-2-ones, which are important structural motifs in natural products, in good to high yields. Mechanistic investigations suggest the transformation proceeds through a tandem 1,3-acyloxy migration and a subsequent 1,...

Full description

Saved in:
Bibliographic Details
Main Authors: Hashmi, A. Stephen K. (Author) , Yang, Weibo (Author) , Yu, Yang (Author) , Hansmann, Max M. (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author)
Format: Article (Journal)
Language:English
Published: 2013
In: Angewandte Chemie. International edition
Year: 2012, Volume: 52, Issue: 4, Pages: 1329-1332
ISSN:1521-3773
DOI:10.1002/anie.201207287
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/anie.201207287
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201207287
Get full text
Author Notes:A. Stephen K. Hashmi, Weibo Yang, Yang Yu, Max M. Hansmann, Matthias Rudolph, and Frank Rominger

MARC

LEADER 00000caa a2200000 c 4500
001 1580678378
003 DE-627
005 20230427065710.0
007 cr uuu---uuuuu
008 180904r20132012xx |||||o 00| ||eng c
024 7 |a 10.1002/anie.201207287  |2 doi 
035 |a (DE-627)1580678378 
035 |a (DE-576)510678378 
035 |a (DE-599)BSZ510678378 
035 |a (OCoLC)1341018147 
040 |a DE-627  |b ger  |c DE-627  |e rda 
041 |a eng 
084 |a 30  |2 sdnb 
100 1 |a Hashmi, A. Stephen K.  |d 1963-  |e VerfasserIn  |0 (DE-588)101199576X  |0 (DE-627)704823926  |0 (DE-576)169176665  |4 aut 
245 1 0 |a Gold-catalyzed formal 1,6-acyloxy migration leading to 3,4-disubstituted pyrrolidin-2-ones  |c A. Stephen K. Hashmi, Weibo Yang, Yang Yu, Max M. Hansmann, Matthias Rudolph, and Frank Rominger 
264 1 |c 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 04.09.2018 
500 |a First published: 04 December 2012 
520 |a Mobile: The title reaction affords diastereomerically pure 3,4-disubstituted pyrrolidin-2-ones, which are important structural motifs in natural products, in good to high yields. Mechanistic investigations suggest the transformation proceeds through a tandem 1,3-acyloxy migration and a subsequent 1,5-acyloxy migration. DCE=1,2-dichloroethane, IPr=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene. 
534 |c 2012 
650 4 |a gold 
650 4 |a homogeneous catalysis 
650 4 |a lactams 
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 Yu, Yang  |e VerfasserIn  |0 (DE-588)1166209784  |0 (DE-627)103024443X  |0 (DE-576)510678572  |4 aut 
700 1 |a Hansmann, Max M.  |d 1987-  |e VerfasserIn  |0 (DE-588)1025310926  |0 (DE-627)722027613  |0 (DE-576)370194268  |4 aut 
700 1 |a Rudolph, Matthias  |d 1975-  |e VerfasserIn  |0 (DE-588)136790380  |0 (DE-627)587252405  |0 (DE-576)301277524  |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 
773 0 8 |i Enthalten in  |t Angewandte Chemie. International edition  |d Weinheim : Wiley-VCH, 1998  |g 52(2013), 4, Seite 1329-1332  |h Online-Ressource  |w (DE-627)320497879  |w (DE-600)2011836-3  |w (DE-576)111552060  |x 1521-3773  |7 nnas  |a Gold-catalyzed formal 1,6-acyloxy migration leading to 3,4-disubstituted pyrrolidin-2-ones 
773 1 8 |g volume:52  |g year:2013  |g number:4  |g pages:1329-1332  |g extent:4  |a Gold-catalyzed formal 1,6-acyloxy migration leading to 3,4-disubstituted pyrrolidin-2-ones 
776 0 8 |i Erscheint auch als  |n Druck-Ausgabe  |t Gold-​catalyzed formal 1,​6-​acyloxy migration leading to 3,​4-​disubstituted pyrrolidin-​2-​ones  |d 2013  |w (DE-627)1485261104  |w (DE-576)415261104 
856 4 0 |u http://dx.doi.org/10.1002/anie.201207287  |x Verlag  |x Resolving-System  |3 Volltext 
856 4 0 |u https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201207287  |x Verlag  |3 Volltext 
951 |a AR 
992 |a 20180904 
993 |a Article 
994 |a 2013 
998 |g 1166209784  |a Yu, Yang  |m 1166209784:Yu, Yang  |d 120000  |d 120100  |e 120000PY1166209784  |e 120100PY1166209784  |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 
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 6  |y j 
998 |g 136790380  |a Rudolph, Matthias  |m 136790380:Rudolph, Matthias  |d 120000  |d 120100  |e 120000PR136790380  |e 120100PR136790380  |k 0/120000/  |k 1/120000/120100/  |p 5 
998 |g 1025310926  |a Hansmann, Max M.  |m 1025310926:Hansmann, Max M.  |d 120000  |d 120100  |e 120000PH1025310926  |e 120100PH1025310926  |k 0/120000/  |k 1/120000/120100/  |p 4 
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 1  |x j 
999 |a KXP-PPN1580678378  |e 3024725997 
BIB |a Y 
SER |a journal 
JSO |a {"note":["Gesehen am 04.09.2018","First published: 04 December 2012"],"relHost":[{"title":[{"title":"Angewandte Chemie","title_sort":"Angewandte Chemie","partname":"International edition","subtitle":"a journal of the Gesellschaft Deutscher Chemiker"}],"corporate":[{"display":"Gesellschaft Deutscher Chemiker","role":"isb"}],"origin":[{"publisher":"Wiley-VCH","dateIssuedDisp":"1998-","dateIssuedKey":"1998","publisherPlace":"Weinheim"}],"note":["Gesehen am 20.12.2022","Fortsetzung der Druck-Ausgabe"],"part":{"extent":"4","issue":"4","year":"2013","pages":"1329-1332","text":"52(2013), 4, Seite 1329-1332","volume":"52"},"id":{"eki":["320497879"],"doi":["10.1002/(ISSN)1521-3773"],"issn":["1521-3773"],"zdb":["2011836-3"]},"physDesc":[{"extent":"Online-Ressource"}],"titleAlt":[{"title":"Angewandte Chemie / International edition"}],"language":["eng"],"disp":"Gold-catalyzed formal 1,6-acyloxy migration leading to 3,4-disubstituted pyrrolidin-2-onesAngewandte Chemie. International edition","recId":"320497879","type":{"bibl":"periodical","media":"Online-Ressource"},"pubHistory":["37.1998 -"]}],"physDesc":[{"extent":"4 S."}],"id":{"doi":["10.1002/anie.201207287"],"eki":["1580678378"]},"type":{"bibl":"article-journal","media":"Online-Ressource"},"title":[{"title_sort":"Gold-catalyzed formal 1,6-acyloxy migration leading to 3,4-disubstituted pyrrolidin-2-ones","title":"Gold-catalyzed formal 1,6-acyloxy migration leading to 3,4-disubstituted pyrrolidin-2-ones"}],"language":["eng"],"person":[{"role":"aut","family":"Hashmi","display":"Hashmi, A. Stephen K.","given":"A. Stephen K."},{"role":"aut","given":"Weibo","display":"Yang, Weibo","family":"Yang"},{"family":"Yu","display":"Yu, Yang","given":"Yang","role":"aut"},{"role":"aut","given":"Max M.","display":"Hansmann, Max M.","family":"Hansmann"},{"given":"Matthias","display":"Rudolph, Matthias","family":"Rudolph","role":"aut"},{"family":"Rominger","given":"Frank","display":"Rominger, Frank","role":"aut"}],"origin":[{"dateIssuedDisp":"2013","dateIssuedKey":"2013"}],"name":{"displayForm":["A. Stephen K. Hashmi, Weibo Yang, Yang Yu, Max M. Hansmann, Matthias Rudolph, and Frank Rominger"]},"recId":"1580678378"} 
SRT |a HASHMIASTEGOLDCATALY2013 

Similar Items