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Volumn , Issue 20, 1999, Pages 2107-2108

A novel and highly regioselective Cr-mediated route to functionalised quinone boronic ester derivatives

Author keywords

[No Author keywords available]

Indexed keywords

1,4 BENZOQUINONE; BORONIC ACID DERIVATIVE; ESTER DERIVATIVE; HYDROQUINONE;

EID: 0033592552     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a906643h     Document Type: Article
Times cited : (42)

References (20)
  • 7
    • 0001448820 scopus 로고
    • W. D. Wulff, P. C. Tang and J. S. McCallum, J. Am. Chem. Soc., 1981, 103, 7677; K. H. Dötz, J. Muhlemeier, U. Schubert and O. Orama, J. Organomet. Chem., 1983, 247, 187; W. D. Wulff, K. S. Chan and P. C. Tang, J. Org. Chem., 1984, 49, 2293.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 7677
    • Wulff, W.D.1    Tang, P.C.2    McCallum, J.S.3
  • 8
    • 0001686194 scopus 로고
    • W. D. Wulff, P. C. Tang and J. S. McCallum, J. Am. Chem. Soc., 1981, 103, 7677; K. H. Dötz, J. Muhlemeier, U. Schubert and O. Orama, J. Organomet. Chem., 1983, 247, 187; W. D. Wulff, K. S. Chan and P. C. Tang, J. Org. Chem., 1984, 49, 2293.
    • (1983) J. Organomet. Chem. , vol.247 , pp. 187
    • Dötz, K.H.1    Muhlemeier, J.2    Schubert, U.3    Orama, O.4
  • 9
    • 0000123442 scopus 로고
    • W. D. Wulff, P. C. Tang and J. S. McCallum, J. Am. Chem. Soc., 1981, 103, 7677; K. H. Dötz, J. Muhlemeier, U. Schubert and O. Orama, J. Organomet. Chem., 1983, 247, 187; W. D. Wulff, K. S. Chan and P. C. Tang, J. Org. Chem., 1984, 49, 2293.
    • (1984) J. Org. Chem. , vol.49 , pp. 2293
    • Wulff, W.D.1    Chan, K.S.2    Tang, P.C.3
  • 10
    • 0344770010 scopus 로고    scopus 로고
    • note
    • Alkynylboronates are readily hydrolysed to the parent alkyne in the presence of protic reagents, (ref. 6), it is therefore plausible that the phenolic benzannulated product mediates alkyne protodeboronation. Indeed, hex-1-yne was recovered in the volatile material isolated from the reaction mixture in Table1, entry 1.
  • 11
    • 0344770009 scopus 로고    scopus 로고
    • note
    • in = 0.0932), final R = 0.0618, with allowance for the thermal anisotropy of all non-hydrogen atoms. CCDC 182/1418.
  • 13
    • 0003633970 scopus 로고
    • Anthracycline and anthracenedione - Based anti-cancer agents
    • ed. J. W. Lown, Elsevier, Oxford
    • For example see: Anthracycline and Anthracenedione - Based Anti-cancer Agents, in Bioactive Molecules, ed. J. W. Lown, Elsevier, Oxford, 1988, vol. 6.
    • (1988) Bioactive Molecules , vol.6
  • 15
    • 0344337958 scopus 로고    scopus 로고
    • note
    • The rigorous establishment of compounds 11 and 16 is ongoing but at present is assumed to follow the same insertion patterns as outlined in Scheme 4.
  • 16
    • 0344337957 scopus 로고    scopus 로고
    • note
    • The A value of the alkynyl substituent can often serve as a useful guide to predicting regioselectivity (ref. 10). In this context, studies are underway to determine the A value of a range of boronie ester moieties and will be the subject of a future disclosure.
  • 19
    • 0345632449 scopus 로고    scopus 로고
    • note
    • 4: C, 70.80; H, 8.20. Found: C, 70.67; H, 8.36%).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.