A reusable TNF-tagged chiral bis(oxazoline)-copper catalyst for Diels- Alder transformations

Synlett

Volumn 23, Issue 9, 2012, Pages 1309-1314

  Didier, Dorian ^a   Schulz, Emmanuelle ^a,b  

^a UNIVERSITÉ PARIS SACLAY   (France)

^b CNRS   (France)

Author keywords

asymmetric catalysis; catalyst recovery; charge transfer complexes; copper; Diels Alder reaction

Indexed keywords

2,4,7 TRINITROFLUOREN 9 ONE BIS(OXAZOLINE)COPPER; 3 (3 METHYLBICYCLO[2.2.1]HEPT 5 ENE 2 CARBONYL)OXAZOLIDIN 2 ONE; 3 (BICYCLO[2.2.1]HEPT 5 ENE 2 CARBONYL)OXAZOLIDIN 2 ONE; 4 (METHOXYSULFONYLOXY)BUTYL 2,5,7 TRINITRO 9 OXO 9H FLUORENE 4 CARBOXYLIC ACID; 5,5 BIS (8,8A DIHYDRO 3AH INDENO[1,2 D]OXAZOL 2 YL)HEXYL 2,5,7 TRINITRO 9 OXO 9H FLUORENE 4 CARBOXYLIC ACID; ANTHRACENE; CUPRIC CHLORIDE; CYCLOPENTADIENE DERIVATIVE; ISOXAZOLINE DERIVATIVE; N ACYLOXAZOLIDINONE DERIVATIVE; OXAZOLIDINONE DERIVATIVE; PENTANE; POLYSTYRENE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL BOND; CHEMICAL INTERACTION; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; DIELS ALDER REACTION; ENANTIOSELECTIVITY; FILTRATION; IMMOBILIZATION; LIGAND BINDING; PRECIPITATION; PROCESS OPTIMIZATION; SOLUBILITY; SUBSTITUTION REACTION;

EID: 84860130840     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0031-1290918     Document Type: Article

References (23)

1. McManus H, Guiry PJ. Chem. Rev.: 2004; 104 4151
2. Hargaden GC, Guiry PJ. Chem. Rev.: 2009; 109 2505
3. Livieri A, Boiocchi M, Desimoni G, Faita G. Chem. Eur. J.: 2011; 17 516
4. Wen L, Shen Q, Wan X, Lu L. J. Org. Chem.: 2011; 76 2282
5. Gök Y, Nol T, van der Eycken J. Tetrahedron: Asymmetry: 2011; 21 2275
6. Bigot A, Williamson AE, Gaunt MJ. J. Am. Chem. Soc.: 2011; 133 13778
7. Harvey JS, Simonovich SP, Jamison CR, MacMillan DW. C. J. Am. Chem. Soc.: 2011; 133 13782
8. Rechavi D, Lemaire M. Chem. Rev.: 2002; 102 3467
9. Fraile JM, Garca JI, Mayoral JA. Coord. Chem. Rev.: 2008; 252 624
10. Fraile JM, Garca JI, Herreras CI, Mayoral JA, Pires E, Salvatella L. Catal. Today: 2009; 140 44
11. Evans DA, Miller SJ, Lectka T. J. Am. Chem. Soc.: 1993; 115 6460
12. Evans DA, Miller SJ, Lectka T, von Matt P. J. Am. Chem. Soc.: 1999; 121 7559
13. Davies IW, Senanayake CH, Larsen RD, Verhoeven TR, Reider PJ. Tetrahedron Lett.: 1996; 37 1725
14. Ghosh AK, Mathivanan P, Cappiello J. Tetrahedron Lett.: 1996; 37 3815
15. Chollet G, Rodriguez F, Schulz E. Org. Lett.: 2006; 8 539
16. Chollet G, Guillerez M.-G, Schulz E. Chem. Eur. J.: 2007; 13 992
17. Chollet G, Didier D, Schulz E. Catal. Commun.: 2010; 11 351
18. See also ref. 11
19. Hosmane RS, Bakthavachalam V, Leonard NJ. J. Am. Chem. Soc.: 1982; 104 235
20. Oaks FT, Leonard NJ. J. Org. Chem.: 1985; 50 4986
21. Annunziata R, Benaglia M, Cinquini M, Cozzi F, Pitillo M. J. Org. Chem.: 2001; 66 3160
22. Benaglia M, Cinquini M, Cozzi F, Celentano G. Org. Biomol. Chem.: 2004; 2 3401
23. Gissibl A, Finn MG, Reiser O. Org. Lett.: 2005; 7 2325