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Synthesis 2013; 45(19): 2679-2683
DOI: 10.1055/s-0033-1338704
DOI: 10.1055/s-0033-1338704
special topic
Asymmetric Aminocatalytic Michael Addition of Cyclopropane-Containing Aldehydes to Nitroalkenes
Further Information
Publication History
Received: 15 February 2013
Accepted: 14 April 2013
Publication Date:
30 April 2013 (online)
Abstract
An asymmetric aminocatalytic approach to alkylidenecyclopropane derivatives via Michael addition of aldehydes to nitroalkene derivatives was developed.
Key words
asymmetric catalysis - Michael addition - amines - organocatalysis - alkylidenecyclopropaneSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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References
- 1a Sulzer-Mossé S, Alexakis A. Chem. Commun. 2007; 3123
- 1b Tsogoeva SB. Eur. J. Org. Chem. 2007; 1701
- 1c Roca-Lopez D, Sadaba D, Delso I, Herrera RP, Tejero T, Merino P. Tetrahedron: Asymmetry 2010; 21: 2561
- 2a Chen DY.-K, Pouwerb RH, Richard J.-A. Chem. Soc. Rev. 2012; 41: 4631
- 2b Pellissier H. Tetrahedron 2010; 66: 8341
- 3a Andrey O, Alexakis A, Tomassini A, Bernardinelli G. Adv. Synth. Catal. 2004; 346: 1147
- 3b Mossé S, Laars M, Kriis K, Kanger T, Alexakis A. Org. Lett. 2006; 8: 2559
- 3c Huang H, Jacobsen EN. J. Am. Chem. Soc. 2006; 128: 7170
- 3d Enders D, Wang C, Greb A. Adv. Synth. Catal. 2010; 352: 987
- 3e Rahaman H, Madarász Á, Pápai I, Pihko PM. Angew. Chem. Int. Ed. 2011; 50: 6123
- 3f Duschmalé J, Wennemers H. Chem. Eur. J. 2012; 18: 1111
- 4a Laars M, Ausmees K, Uudsemaa M, Tamm T, Kanger T, Lopp M. J. Org. Chem. 2009; 74: 3772
- 4b Noole A, Borissova M, Lopp M, Kanger T. J. Org. Chem. 2011; 76: 1538
- 4c Noole A, Järving I, Werner F, Lopp M, Malkov A, Kanger T. Org. Lett. 2012; 14: 4922
- 4d Noole A, Sucman NS, Kabeshov MA, Kanger T, Macaev FZ, Malkov AV. Chem. Eur. J. 2012; 18: 14929
- 4e Noole A, Pehk T, Järving I, Lopp M, Kanger T. Tetrahedron: Asymmetry 2012; 23: 188
- 5 Kulinkovich OG, de Meijere A. Chem. Rev. 2000; 100: 2789
- 6 Hayashi Y, Gotoh H, Hayashi T, Shoji M. Angew. Chem. Int. Ed. 2005; 44: 4212
- 7 Lee JW, Ryu TH, Oh JS, Bae HY, Janga HB, Song CE. Chem. Commun. 2009; 7224
- 8 Malerich JP, Hagihara K, Rawal VH. J. Am. Chem. Soc. 2008; 130: 14416
- 9 Albrecht L, Dickmeiss G, Acosta FG, Rodríguez-Escrich C, Davis RL, Jørgensen KA. J. Am. Chem. Soc. 2012; 134: 2543
- 10a Patora-Komisarska K, Benohoud M, Ishikawa H, Seebach D, Hayashi Y. Helv. Chim. Acta 2011; 94: 719
- 10b Burés J, Armstrong A, Blackmond DG. J. Am. Chem. Soc. 2011; 133: 8822
- 11 Sahoo G, Rahaman H, Madarász Á, Pápai I, Melarto M, Valkonen A, Pihko PM. Angew. Chem. Int. Ed. 2012; 51: 13144
- 12 Jakab G, Tancon C, Zhang Z, Lippert KM, Schreiner PR. Org. Lett. 2012; 14: 1724
- 13 Olmstead WN, Bordwell FG. J. Org. Chem. 1980; 45: 3299
- 14 Matthews WS, Bares JE, Bartmess JE, Bordwell FG, Cornforth FJ, Drucker GE, Margolin Z, McCallum RJ, McCollum GJ, Vanier NR. J. Am. Chem. Soc. 1975; 97: 7006
- 15 Bordwell FG. Acc. Chem. Res. 1988; 21: 456
- 16 Limbach M, Dalai S, de Meijere A. Adv. Synth. Catal. 2004; 346: 760
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