메뉴 건너뛰기




Volumn 51, Issue 38, 2010, Pages 4988-4990

Simple and highly diastereoselective access to 3,4-substituted tetrahydro-1,8-naphthyridines from Morita-Baylis-Hillman adducts

Author keywords

[No Author keywords available]

Indexed keywords

1,8 NAPHTHYRIDINE DERIVATIVE;

EID: 78549277465     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.07.069     Document Type: Article
Times cited : (17)

References (56)
  • 18
    • 33745407741 scopus 로고    scopus 로고
    • In Advanced Heterocyclic Chemistry; Elsevier, San Diego
    • Litvinov, V. P. Advances in the Chemistry of Naphthyridines. In Advanced Heterocyclic Chemistry; Elsevier, San Diego, 2006; Vol. 91, pp 189-300.;
    • (2006) Advances in the Chemistry of Naphthyridines , vol.91 , pp. 189-300
    • Litvinov, V.P.1
  • 20
    • 0033954204 scopus 로고    scopus 로고
    • For a recent review on the Skraup reaction, see
    • For a recent review on the Skraup reaction, see: Hamada, Y.; Takeuchi, I. Yakugaku Zasshi - J. Pharm. Soc. Jpn. 2000, 120, 206-223.
    • (2000) J. Pharm. Soc. Jpn. , vol.120 , pp. 206-223
    • Hamada, Y.1    Takeuchi, I.2    Yakugaku, Z.3
  • 21
    • 0003151465 scopus 로고
    • For a review on the Friedländer reaction, see
    • For a review on the Friedländer reaction, see: Cheng, C.-C.; Yan, S. J. Org. React. 1982, 28, 37-201.
    • (1982) J. Org. React. , vol.28 , pp. 37-201
    • Cheng, C.-C.1    Yan, S.2
  • 27
    • 4544278079 scopus 로고    scopus 로고
    • For some selected references related to the mechanistic aspects of this reaction,see
    • For some selected references related to the mechanistic aspects of this reaction, see: (a) Santos, L. S.; Pavam, C. H.; Almeida, W. P.; Coelho, F.; Eberlin, M. N. Angew. Chem., Int. Ed. 2004, 43, 4330-4333;
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 4330-4333
    • Santos, L.S.1    Pavam, C.H.2    Almeida, W.P.3    Coelho, F.4    Eberlin, M.N.5
  • 35
    • 77950369780 scopus 로고    scopus 로고
    • For some examples related to the use of MBH adducts in the total synthesis of natural products and drugs, see
    • For some examples related to the use of MBH adducts in the total synthesis of natural products and drugs, see: (a) Amarante, G. W.; Cavallaro, M.; Coelho, F. Tetrahedron Lett. 2010, 51, 2597-2599;
    • (2010) Tetrahedron Lett. , vol.51 , pp. 2597-2599
    • Amarante, G.W.1    Cavallaro, M.2    Coelho, F.3
  • 48
    • 85030579754 scopus 로고    scopus 로고
    • We have screened some unfunctionalized naphthyridines against cancer, however they were barely soluble in water.We believe that the inclusion of oxygenated functions (hydroxyl and/or carboxyl groups) should improve water solubility profile of these compounds
    • We have screened some unfunctionalized naphthyridines against cancer, however they were barely soluble in water. We believe that the inclusion of oxygenated functions (hydroxyl and/or carboxyl groups) should improve water solubility profile of these compounds.
  • 55
    • 85030590007 scopus 로고    scopus 로고
    • The conformational analysis was performed running the Spartan Plus program (Spartan Plus, Wavefunction, Inc., Irvine, CA) using the MMFF field force.The selected low energy structures were re-optimized using a HF/3-21 g ab initio method (GAUSSIAN 03 program)
    • The conformational analysis was performed running the Spartan Plus program (Spartan Plus, Wavefunction, Inc., Irvine, CA) using the MMFF field force. The selected low energy structures were re-optimized using a HF/3-21 g ab initio method (GAUSSIAN 03 program).
  • 56
    • 85030585697 scopus 로고    scopus 로고
    • The same sequence was carried out with a deprotect MBH adduct, however a poor stereoselectivity was observed (2:1, anti/syn)
    • The same sequence was carried out with a deprotect MBH adduct, however a poor stereoselectivity was observed (2:1, anti/syn).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.