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Volumn 37, Issue 6, 1998, Pages 839-841

Concise and efficient total syntheses of alkannin and shikonin

Author keywords

Asymmetric synthesis; Naphthoquinones; Natural products; Oxidations; Total synthesis

Indexed keywords


EID: 0031954665     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19980403)37:6<839::AID-ANIE839>3.0.CO;2-J     Document Type: Article
Times cited : (43)

References (44)
  • 1
    • 0010076645 scopus 로고
    • Vol. IV.23 (Ed.: Max Wellman), Berloni Apud Weidmannos, Berlin
    • a) P. Dioscorides in De Materia Medica, Vol. IV.23 (Ed.: Max Wellman), Berloni Apud Weidmannos, Berlin, 1958, pp. 187-188;
    • (1958) De Materia Medica , pp. 187-188
    • Dioscorides, P.1
  • 10
    • 0018824611 scopus 로고
    • and references therein
    • V. P. Papageorgiou. Planta Med. 1980, 38, 193-203, and references therein.
    • (1980) Planta Med. , vol.38 , pp. 193-203
    • Papageorgiou, V.P.1
  • 19
  • 26
    • 4243991204 scopus 로고
    • Pias Co., Ltd. JP-B 63156741, 1988
    • Y. Shimai, T. Koga, (Pias Co., Ltd.) JP-B 63156741, 1988 [Chem. Abstr. 1989, 110, 23567u].
    • (1989) Chem. Abstr. , vol.110
    • Shimai, Y.1    Koga, T.2
  • 28
    • 0344101667 scopus 로고    scopus 로고
    • note
    • A low-yielding three-step sequence to deprotect the alternate regioisomer has been reported: see Ref. [14g].
  • 29
    • 0344964057 scopus 로고    scopus 로고
    • note
    • [16] are incompatible with the acid-sensitive side chain of 1 and 2.
  • 40
    • 0010640653 scopus 로고
    • 1H NMR spectroscopic analysis of the Mosher's esters with each enantiomer of α-methoxytrifluoromethylphenylacetic acid chloride. In each case, only a single diastereoisomer could be observed: a) J. A. Dale, D. L. Dull, H. S. Mosher, J. Org. Chem. 1969, 34, 2543-2549; b) J. A. Dale, H. S. Mosher, J. Am. Chem. Soc. 1973, 95, 512-519; c) for a very convenient experimental method, see D. E. Ward, C. K. Rhee, Tetrahedron Lett. 1991, 32, 7165-7166.
    • (1969) J. Org. Chem. , vol.34 , pp. 2543-2549
    • Dale, J.A.1    Dull, D.L.2    Mosher, H.S.3
  • 41
    • 33947085552 scopus 로고
    • 1H NMR spectroscopic analysis of the Mosher's esters with each enantiomer of α-methoxytrifluoromethylphenylacetic acid chloride. In each case, only a single diastereoisomer could be observed: a) J. A. Dale, D. L. Dull, H. S. Mosher, J. Org. Chem. 1969, 34, 2543-2549; b) J. A. Dale, H. S. Mosher, J. Am. Chem. Soc. 1973, 95, 512-519; c) for a very convenient experimental method, see D. E. Ward, C. K. Rhee, Tetrahedron Lett. 1991, 32, 7165-7166.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 512-519
    • Dale, J.A.1    Mosher, H.S.2
  • 42
    • 0026040063 scopus 로고
    • 1H NMR spectroscopic analysis of the Mosher's esters with each enantiomer of α-methoxytrifluoromethylphenylacetic acid chloride. In each case, only a single diastereoisomer could be observed: a) J. A. Dale, D. L. Dull, H. S. Mosher, J. Org. Chem. 1969, 34, 2543-2549; b) J. A. Dale, H. S. Mosher, J. Am. Chem. Soc. 1973, 95, 512-519; c) for a very convenient experimental method, see D. E. Ward, C. K. Rhee, Tetrahedron Lett. 1991, 32, 7165-7166.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 7165-7166
    • Ward, D.E.1    Rhee, C.K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.