RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
Synthesis 2003(6): 0879-0882
DOI: 10.1055/s-2003-38696
DOI: 10.1055/s-2003-38696
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York
Synthesis of Macrocyclic Polyether-Diester Compounds Using Al2O3/MeSO3H (AMA) as a New Reagent
Weitere Informationen
Received
2 December 2002
Publikationsdatum:
16. April 2003 (online)
Publikationsverlauf
Publikationsdatum:
16. April 2003 (online)
Abstract
A new simple and convenient method for the synthesis of macrocyclic polyether-diester compounds containing pyridine and phenyl subcyclic units is developed. Various diacids, are selectively esterified in excellent yields by reaction with oligoethylene glycols in the presence of Al2O3/MeSO3H (AMA) as a new reagent without use of any solvents.
Key word
macrocyclic polyether-diester - diacids - oligoethylene glycols - alumina - methanesulfonic acid
- 1
Pedersen CJ. J. Am. Chem. Soc. 1967, 89: 7017 - 2
Bradshaw JS. In Synthetic Multidentate Macrocyclic CompoundsIzatt RM.Christensen JJ. Academic Press; New York: 1977. - 3
Izatt RM.Eatough DJ.Christensen JJ. Struct. Bonding (Berlin) 1973, 16: 161 - 4
Christensen JJ.Eatough DJ.Izatt RM. Chem. Rev. 1974, 74: 351 - 5
Izatt RM.Lamb JD.Maas GE.Asay RE.Bradshaw JS.Christensen JJ. J. Am. Chem. Soc. 1977, 99: 2365 ; and references cited therein - 6
Lamb JD.Izatt RM.Christensen JJ. In Chemistry of Macrocyclic CompoundsMelson G. Plenum Press; New York: 1979. - 7
Zimmerman SC.Cramer KD.Galan AA. J. Org. Chem. 1989, 54: 1256 -
8a
Izatt RM.Izatt NE.Rossiter BE.Christensen JJ.Haymore BL. Science 1978, 199: 944 -
8b
Izatt RM.Lamb JD.Izatt NE.Rossiter BE.Christensen JJ. J. Am. Chem. Soc. 1979, 101: 6273 -
8c
Progress
in Macrocyclic Chemistry
Vol. 1:
Izatt RM.Christensen JJ. Wiely; New York: 1979. - 9
Thermodynamics
of Cation-Macrocyclic Interactions
Melson G. Plenum Press; New York: 1979. - 10
Bradshaw JS.Maas GE.Izatt RM.Lamb JD.Christensen JJ. Tetrahedron Lett. 1979, 635 - 11
Fore PE.Bradshaw JS.Nielsen SF. J. Heterocycl. Chem. 1978, 15: 269 - 12
Bradshaw JS.Asay AE.Maas GE.Izatt RM.Christensen JJ. J. Heterocycl. Chem. 1978, 15: 825 - 13
Singh H.Kumar S.Jain A.Singh P. J. Chem. Soc., Perkin Trans. 1 1990, 965 - 14
Ogawa T.Yoshikawa A.Wada H.Ogawa C.Ono N.Suzuki H. J. Chem. Soc., Chem. Commun. 1995, 1407 - 15
Piepers O.Kellogg RM. J. Chem. Soc., Chem. Commun. 1978, 383 - 16
Kruizinga W.Kellogg RM. J. Chem. Soc., Chem. Commun. 1979, 286 - 17
Nakatsuji T.Kawamura N.Ohahara M. Synthesis 1981, 42 - 18
Thulin B.Vögtle F. J. Chem. Res., Synop. 1998, 256 - 19
Bradshaw JS.Jones BA.Nielsen RB.Spencer NO.Thompson PK. J. Heterocycl. Chem. 1983, 20: 957 - 20
Vögtle F.Leumann P. Tetrahedron Lett. 1970, 115 - 21
Hahn EH.Bohm H.Ginsburg D. Tetrahedron Lett. 1973, 507 - 22
Sharghi H.Kaboudin B. J. Chem. Res., Synop. 1998, 629 - 23
Sharghi H.Sarvari MH. J. Chem. Res., Synop. 2001, 446 - 24
Sharghi H.Sarvari MH. Synth. Commun. 2003, 33: 205 - 25
Bradshaw JS.Thompson MD. J. Org. Chem. 1978, 12: 2456