Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2007(15): 2287-2290
DOI: 10.1055/s-2007-983792
DOI: 10.1055/s-2007-983792
PAPER
© Georg Thieme Verlag Stuttgart · New York
Single-Step Synthesis of Functional Organic Receptors via a Tridirectional Minisci Reaction
Further Information
Received
8 March 2007
Publication Date:
12 July 2007 (online)
Publication History
Publication Date:
12 July 2007 (online)
Abstract
A key goal of synthetic organic chemistry is the preparation of functional molecules from simple starting materials as expeditiously as possible. Building on our efforts to construct tripodal receptors featuring a cis-1,3,5-cyclohexane core, we have employed a tridirectional Minisci-type radical alkylation reaction as a single-step method for the production of a series of new putative receptors.
Key words
radicals - receptors - bioorganic chemistry - heterocycles - host-guest systems
- 1
Wender PA.Miller BL. In Organic Synthesis: Theory and Applications Vol. 2: . JAI Press; Greenwich: 1993. p.27-66 - 2
Tajc SG.Miller BL. J. Am. Chem. Soc. 2006, 128: 2532 -
3a
Fischbach MA.Lin H.Liu DR.Walsh CT. Nat. Chem. Biol. 2006, 2: 132 -
3b
Rastetter WH.Erickson TJ.Venuti MC. J. Org. Chem. 1980, 45: 5011 -
3c
Corey EJ.Bhattacharyya S. Tetrahedron Lett. 1977, 1031 -
3d
Pollock JR.Neilands JB. Biochem. Biophys. Res. Commun. 1970, 38: 989 -
4a
Lavigne JJ.Anslyn EV. Angew. Chem. Int. Ed. 1999, 38: 3666 -
4b
Chin J.Walsdorff C.Stranix B.Oh J.Chung HJ.Park S.-M.Kim K. Angew. Chem. Int. Ed. 1999, 38: 2756 - 5
Minisci F.Bernardi R.Bertini F.Galli R.Perchinummo M. Tetrahedron 1971, 27: 3575 -
6a
Fontana F.Minisci F.Barbosa MCN.Vismara E. J. Org. Chem. 1991, 56: 2866 -
6b
Bennasar M.-L.Roca T.Griera R.Bosch J. Org. Lett. 2001, 3: 1697 -
7a
Jain R.Vaitilingam B.Nayyar A.Palde PB. Bioorg. Med. Chem. Lett. 2003, 13: 1051 -
7b
Vangapandu S.Jain M.Jain R.Singh PP. Bioorg. Med. Chem. 2004, 12: 2501 -
7c
Vaitilingam B.Nayyar A.Palde PB.Monga V.Jain R.Kaur S.Singh PP. Bioorg. Med. Chem. 2004, 12: 4179 - 8
Kaur N.Lu X.Gershengorn MC.Jain R. J. Med. Chem. 2005, 48: 6162 - 9
Hansen KB.Springfield SA.Desmond R.Devine PN.Grabowski EJJ.Reider PJ. Tetrahedron Lett. 2001, 42: 7353 - 10
Barton DHR.Crich D.Motherwell WB. J. Chem. Soc., Chem. Commun. 1983, 939 - 11
Minisci F.Vismara E.Fontana F.Morini G.Serravalle M.Giordano C. J. Org. Chem. 1987, 52: 730 - 12
Heinisch G.Lötsch G. Angew. Chem., Int. Ed. Engl. 1985, 24: 692
References
Palde, P. B.; Gareiss, P. C.; Miller, B. L., manuscript in preparation.