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Synthesis 2004(6): 857-860
DOI: 10.1055/s-2004-822320
DOI: 10.1055/s-2004-822320
PAPER
© Georg Thieme Verlag Stuttgart · New York
N-Methylmorpholine and Urotropine as Useful Base Catalysts in Baylis-Hillman Reaction [1]
Further Information
Received
14 January 2004
Publication Date:
23 March 2004 (online)
Publication History
Publication Date:
23 March 2004 (online)
![](https://www.thieme-connect.de/media/synthesis/200406/lookinside/thumbnails/10.1055-s-2004-822320-1.jpg)
Abstract
N-Methylmorpholine and urotropine, inexpensive mild bases, have effectively been utilized as catalysts in Baylis-Hillman reaction to result in good to excellent yields (57-99%) of the products.
Key words
Baylis-Hillman reaction - N-methylmorpholine - urotropine - dioxane-water - base catalyst and activated alkenes
IICT communication NO. 030617.
- 2
Basavaiah D.Rao PD.Hyma RS. Tetrahedron 1996, 52: 8001 - 3
Ciganek E. The Morita-Baylis-Hillman reaction, Organic Reactions Vol. 51:Paquette LA. John Wiley & Sons; New York: 1997. p.201 - 4
Basavaiah D.Rao AJ.Satyanarayana T. Chem. Rev. 2003, 103: 811 - 5
Leadbeater NE.Pol CVD. J. Chem. Soc., Perkin Trans. 1 2001, 2831 - 6
Keck GE.Welch DS. Org. Lett. 2002, 4: 3687 - 7
Roth F.Gygax P.Frater G. Tetrahedron Lett. 1992, 33: 1045 - 8
Rezgui F.El Gaied MM. Tetrahedron Lett. 1998, 39: 5965 - 9
Lee KY.Eun Na J.Kim JN. Bull. Kor. Chem. Soc. 2003, 24: 409 - 10
Aggarwal VK.Mereu A. Chem. Commun. 1999, 2311 - 11 The Merk Index Vol. 12: Merck and Co. Inc.; NJ, USA: 1996. p.1075
- 12
Anderson GW.Zimmerman JE.Callahan FM. J. Am. Chem. Soc. 1967, 89: 5012 - 13
Cox RJ.Jenkins H.Schouten JA.Stentiford RA.Wareing KJ. J. Chem. Soc., Perkin Trans. 1 2000, 2023 - 14
Karpyak VV.Obushak MD.Ganushchak MI. Molecules 2003, 8: 263 - 15
Alcaide B.Almendros P.Argoncillo C. J. Org. Chem. 2001, 66: 1612 - 16
Blazevic N.Kolbah D. Synthesis 1979, 161 - 17
Bhattacharya A.Segmuller B.Ybarra A. Synth. Commun. 1996, 26: 1775 - 18
Cai J.Zhou Z.Zhao G.Tang C. Org. Lett. 2002, 4: 4723 -
19a
Radha Krishna P.Kannan V.Ilangovan A.Sharma GVM. Tetrahedron: Asymmetry 2001, 12: 829 -
19b
Radha Krishna P.Kannan V.Sharma GVM.Ramana Rao MHV. Synlett 2003, 888 -
19c
Radha Krishna P.Raja Sekhar E.Kannan V. Tetrahedron Lett. 2003, 44: 4973 -
19d
Radha Krishna P.Kannan V.Sharma GVM. Synth. Commun. 2004, 34: 55 -
19e
Radha Krishna P.Manjuvani A.Kannan V.Sharma GVM. Tetrahedron Lett. 2004, 45: 1183 - 20
Yu C.Liu B.Hu L. J. Org. Chem. 2001, 66: 5413
References
IICT communication NO. 030617.