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Volumn 70, Issue 15, 2005, Pages 6053-6065

Synthesis of epoxyquinol A and related molecules: Probing chemical reactivity of epoxyquinol dimers and 2H-pyran precursors

Author keywords

[No Author keywords available]

Indexed keywords

DIMERIZATION; DIMERS; MOLECULES; MONOMERS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 22244449593     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo050897o     Document Type: Article
Times cited : (43)

References (98)
  • 1
    • 4344612772 scopus 로고    scopus 로고
    • For a recent review on biological activities and syntheses of cyclohexane epoxides, including epoxyquinoids, see: Marco-Contelles, J.; Molina, M. T.; Anjum, S. Chem. Rev. 2004, 104, 2857.
    • (2004) Chem. Rev. , vol.104 , pp. 2857
    • Marco-Contelles, J.1    Molina, M.T.2    Anjum, S.3
  • 25
    • 0032421377 scopus 로고    scopus 로고
    • For a review, see: (f) Paper, D. H. Planta Medica 1998, 64, 686.
    • (1998) Planta Medica , vol.64 , pp. 686
    • Paper, D.H.1
  • 40
    • 0001717216 scopus 로고    scopus 로고
    • For a review on valence isomerization of dienones and 2H-pyrans, see: Krasnaya, Zh. A. Chem. Heterocycl. Compd. 1999, 35, 1255.
    • (1999) Chem. Heterocycl. Compd. , vol.35 , pp. 1255
    • Krasnaya, Zh.A.1
  • 42
    • 32744475665 scopus 로고    scopus 로고
    • note
    • See Supporting Information for further details.
  • 56
    • 32744472516 scopus 로고    scopus 로고
    • note
    • The X-ray crystal structure coordinates for 6 were obtained from the Cambridge Structural Database (CSD Refcode: MOXHOW).
  • 63
    • 0039149242 scopus 로고    scopus 로고
    • For decomposition of α-(2,2,6,6-tetramethylpiperidinyloxy)-ketone to a vic-diketone, see: Liu, Y. C.; Ren, T.; Guo. Q. X. Chin. J. Chem. 1996, 14, 252.
    • (1996) Chin. J. Chem. , vol.14 , pp. 252
    • Liu, Y.C.1    Ren, T.2    Guo, Q.X.3
  • 65
    • 0029968239 scopus 로고    scopus 로고
    • For a review on [4 + 4] cycloaddition, see: Sieburth, S. McN.; Cunard, N. Tetrahedron 1996, 52, 6251.
    • (1996) Tetrahedron , vol.52 , pp. 6251
    • Sieburth, S.Mc.N.1
  • 68
    • 0031146501 scopus 로고    scopus 로고
    • For a review of transition metal assisted cycloaddition reactions, see: (c) Fruharf, H.-W. Chem. Rev. 1997, 97, 523.
    • (1997) Chem. Rev. , vol.97 , pp. 523
    • Fruharf, H.-W.1
  • 69
    • 33749105115 scopus 로고
    • For an excellent review on organosilanols, including hydrogen bonding, see: (a) Lickiss, P. D. Adv. Inorg. Chem. 1995, 42, 147.
    • (1995) Adv. Inorg. Chem. , vol.42 , pp. 147
    • Lickiss, P.D.1
  • 78
    • 0028298634 scopus 로고
    • For related [4 + 4] cyclodimerization of 2,3-dihydroisoquinolines, see: (b) Simig, G.; Schlosser, M. Tetrahedron Lett. 1994, 35, 3081.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 3081
    • Simig, G.1    Schlosser, M.2
  • 84
    • 0037363116 scopus 로고    scopus 로고
    • For a review on silicon Lewis acid mediated C-C bond formation, see: Dilman, A. D.; Loffe, S. L. Chem. Rev. 2003, 103, 733.
    • (2003) Chem. Rev. , vol.103 , pp. 733
    • Dilman, A.D.1    Loffe, S.L.2
  • 85
    • 32744474599 scopus 로고    scopus 로고
    • note
    • For an efficient synthesis of 50 and related chemistry, see Scheme 14.
  • 92
    • 11144325118 scopus 로고    scopus 로고
    • For a recent review of the use of microwave reactions in modern organic synthesis, see: (e) Kappe, C. O. Angew. Chem., Int. Ed. 2004, 43, 6250.
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 6250
    • Kappe, C.O.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.