Subscribe to RSS
DOI: 10.1055/s-2004-835649
β-Cyclodextrin Columns for Separation of Fluorous and Non-Fluorous Compounds: How To Use β-Cyclodextrin Columns in Fluorous Mixture Synthesis and Racemic Synthesis
Publication History
Publication Date:
12 November 2004 (online)
![](https://www.thieme-connect.de/media/synlett/200415/lookinside/thumbnails/10.1055-s-2004-835649-1.jpg)
Abstract
Guidelines for the use of β-cyclodextrin columns in fluorous and non-fluorous mixture synthesis, and racemic synthesis are suggested. Fluorous compounds can be separated more efficiently with SUMICHIRAL OA-7000 and -7100, while non-fluorous compounds can be separated better with SUMICHIRAL OA-7500. When the ratio of water in the mobile phase is large (>20%), the guard column (GL cart) can improve the separability of the fluorinated mixture.
Key words
β-cyclodextrin - chromatography - combinatorial chemistry - fluorous mixture synthesis - racemic synthesis
- Reviews:
-
1a
Zhang W. Chem. Rev. 2004, 104: 2531 -
1b
Zhang W. Arkivoc 2004, 101 -
1c
Zhang W. Tetrahedron 2003, 59: 4475 -
1d
Curran DP. In Handbook of Fluorous ChemistryGladysz J.Curran DP.Horváth IT. Wiley-VCH; Weinheim: 2004. Chapt. 7, 8. -
1e
Curran DP. Synlett 2001, 1488 -
2a
Zhang Q.Lu H.Richard C.Curran DP. J. Am. Chem. Soc. 2004, 126: 36 -
2b
Zhang W.Luo Z.Chen CH.-T.Curran DP. J. Am. Chem. Soc. 2002, 124: 10443 -
2c
Curran DP.Furukawa T. Org. Lett. 2002, 4: 2233 -
2d
Curran DP.Oderaotoshi Y. Tetrahedron 2001, 57: 5243 -
2e
Luo Z.Zhang Q.Oderaotoshi Y.Curran DP. Science 2001, 291: 1766 - 3
Zhang Q.Rivkin A.Curran DP. J. Am. Chem. Soc. 2002, 124: 5774 - 4
Matsuzawa H.Mikami K. Synlett 2002, 1607 - 5
Matsuzawa H.Mikami K. Tetrahedron Lett. 2003, 44: 6227 - 6
Nakamura Y.Takeuchi S.Okumura K.Ohgo Y.Matsuzawa H.Mikami K. Tetrahedron Lett. 2003, 44: 6221 - 8
Wilson LD.Verrall RE. J. Phys. Chem. B 1997, 101: 9270 - 9
Curran DP.Dandapani S.Werner S.Matsugi M. Synlett 2004, 1545
References
GL cart is commercially available from GL Sciences. URL of GL Sciences: http://www.gls.co.jp/
10Mismatched compounds with fluorous or non-fluorous tags are now under investigation with OA-7000 and -7100, in particular.