Enantioselective synthesis of β-hydroxy ketones from heterocyclic aldehydes in water catalyzed by a recyclable organocatalyst bearing an ionic liquid moiety

Russian Chemical Bulletin

Volumn 58, Issue 9, 2009, Pages 1899-1902

  Siyutkin, D E ^a   Kucherenko, A S ^a   Zlotin, S G ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

hydroxy ketones; asymmetric aldol reaction; catalyst regeneration; heterocyclic aldehydes; ionic liquids; organocatalysis; water

Indexed keywords

EID: 77956571556     PISSN: 10665285     EISSN: 15739171     Source Type: Journal    
DOI: 10.1007/s11172-009-0258-1     Document Type: Article

References (10)

1. Y. Kamano H. Zhang Y. Ichihara H. Kizu K. Komiyama G. R. Pettit 1995 Tetrahedron Lett. 36 2783 10.1016/0040-4039(95)00395-S 1:CAS:528: DyaK2MXltFGrsLY%3D
2. B. List R. A. Lerner C. F. Barbas III 2000 J. Am. Chem. Soc. 122 2395 10.1021/ja994280y 1:CAS:528:DC%2BD3cXhtlGqurk%3D (Pubitemid 30164662)
3. A. Berkessel, Asymmetric Organocatalysis, WILEY-VCH, Verlag GmbH and Co. KGaA, Weinheim, 2005, 435 p.; (b) Enantioselective Organocatalysis (Ed. P. I. Dalko), Wiley-VCH, Verlag GmbH & Co. KGaA, 2007, 536 p.; (c) S. Mukherjee, J. W. Yang, S. Hoffman, B. List, Chem. Rev., 2007, 107, 5471.
4. J.-R. Chen H.-H. Lu X.-Y. Li L. Cheng J. Wan W.-J. Xiao 2005 Org. Lett. 7 4543 10.1021/ol0520323 1:CAS:528:DC%2BD2MXpvVSjt7Y%3D (Pubitemid 41436691)
5. V. Maya M. Raj V. K. Singh 2007 Org. Lett. 9 2593 10.1021/ol071013l 1:CAS:528:DC%2BD2sXlsFOkur0%3D
6. Y. Wu Y. Zhang M. Yu G. Zhao S. Wang 2006 Org. Lett. 8 4417 10.1021/ol061418q 1:CAS:528:DC%2BD28XptVyltbc%3D (Pubitemid 44578641)
7. D. E. Siyutkin A. S. Kucherenko M. I. Struchkova S. G. Zlotin 2008 Tetrahedron Lett. 49 1212 10.1016/j.tetlet.2007.12.044 1:CAS:528: DC%2BD1cXosFansA%3D%3D
8. M. D. Mashkovskii, Lekarstvennye sredstva [Medical Products], 2 Vols, OOO Novaya Volna, Moscow, 2002 (in Russian).
9. M. Lombardo S. Easwar F. Pasi C. Trombini D. D. Dhavale 2008 Tetarhedron 64 9203 10.1016/j.tet.2008.07.061 1:CAS:528:DC%2BD1cXhtVWksb3O
10. Y. Hayashi T. Sumiya J. Takahashi H. Gotoh T. Urushima M. Shoji 2006 Angew. Chem. Int. Ed. 45 958 10.1002/anie.200502488 1:CAS:528: DC%2BD28XhsFKmsbo%3D (Pubitemid 43198485)