Aromatic Annulation Strategy for the Synthesis of Angularly-Fused Diterpenoid Quinones. Total Synthesis of (+)-Neocryptotanshinone, (-)-Cryptotanshinone, Tanshinone IIA, and (.+-.)-Royleanone

Rick L. Danheiser, David S. Casebier, Fariborz Firooznia
J. Org. Chem., 1995, 60 (26), pp 8341–8350
DOI: 10.1021/jo00131a006
Publication Date: December 1995
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This article has been cited by 11 ACS Journal articles (5 most recent appear below).

  • Cover Image

    Synthesis of Polycyclic Benzofused Nitrogen Heterocycles via a Tandem Ynamide Benzannulation/Ring-Closing Metathesis Strategy. Application in a Formal Total Synthesis of (+)-FR900482

    Xiao Yin Mak, Aimee L. Crombie, and Rick L. Danheiser
    The Journal of Organic Chemistry2011 76 (6), 1852-1873
    • Synthesis of Polycyclic Benzofused Nitrogen Heterocycles via a Tandem Ynamide Benzannulation/Ring-Closing Metathesis Strategy. Application in a Formal Total Synthesis of (+)-FR900482

      Xiao Yin Mak, Aimee L. Crombie, and Rick L. Danheiser
      The Journal of Organic Chemistry2011 76 (6), 1852-1873

      A two-stage “tandem strategy” for the synthesis of benzofused nitrogen heterocycles is described that is particularly useful for the construction of systems with a high level of substitution on the benzenoid ring. The first stage in the strategy involves ...

  • Cover Image

    Nitrogen-Containing Compounds from Salvia miltiorrhiza

    Ming-Jaw Don, Chien-Chang Shen, Yun-Lian Lin, Wan-Jr Syu, Yi-Huei Ding, and Chang-Ming Sun
    Journal of Natural Products2005 68 (7), 1066-1070
    • Nitrogen-Containing Compounds from Salvia miltiorrhiza

      Ming-Jaw Don, Chien-Chang Shen, Yun-Lian Lin, Wan-Jr Syu, Yi-Huei Ding, and Chang-Ming Sun
      Journal of Natural Products2005 68 (7), 1066-1070

      Five new N-containing compounds, neosalvianen (1), salvianen (2), salvianan (3), salviadione (4), and 5-(methoxymethyl)-1H-pyrrole-2-carbaldehyde (5), were isolated from Salvia miltiorrhiza. Their structures were mainly established by spectroscopic ...

  • Cover Image

    Leishmanicidal, Antiplasmodial, and Cytotoxic Activity of Novel Diterpenoid 1,2-Quinones from Perovskia abrotanoides:  New Source of Tanshinones

    Majid Sairafianpour, Jette Christensen, Dan Stærk, Bogdan A. Budnik, Arsalan Kharazmi, Karim Bagherzadeh, and Jerzy W. Jaroszewski
    Journal of Natural Products2001 64 (11), 1398-1403
    • Leishmanicidal, Antiplasmodial, and Cytotoxic Activity of Novel Diterpenoid 1,2-Quinones from Perovskia abrotanoides:  New Source of Tanshinones

      Majid Sairafianpour, Jette Christensen, Dan Stærk, Bogdan A. Budnik, Arsalan Kharazmi, Karim Bagherzadeh, and Jerzy W. Jaroszewski
      Journal of Natural Products2001 64 (11), 1398-1403

      Cryptotanshinone (1), a quinoid diterpene with a nor-abietane skeleton, and three new natural products, 1β-hydroxycryptotanshinone (2), 1-oxocryptotanshinone (3), and 1-oxomiltirone (4), were isolated from roots of the Iranian medicinal plant Perovskia ...

  • Cover Image

    Ketene Reactions with the Aminoxyl Radical TEMPO:  Preparative, Kinetic, and Theoretical Studies

    Annette D. Allen, Bernice Cheng, Michael H. Fenwick, Babak Givehchi, Huda Henry-Riyad, Valerij A. Nikolaev, Elena Aleksadrovna Shikhova, Daryoush Tahmassebi, Thomas T. Tidwell, and Silas Wang
    The Journal of Organic Chemistry2001 66 (8), 2611-2617
    • Ketene Reactions with the Aminoxyl Radical TEMPO:  Preparative, Kinetic, and Theoretical Studies

      Annette D. Allen, Bernice Cheng, Michael H. Fenwick, Babak Givehchi, Huda Henry-Riyad, Valerij A. Nikolaev, Elena Aleksadrovna Shikhova, Daryoush Tahmassebi, Thomas T. Tidwell, and Silas Wang
      The Journal of Organic Chemistry2001 66 (8), 2611-2617

      Tetramethylpiperidinyloxy (TEMPO, TO•) reacts with ketenes RR1CCO generated by either Wolff rearrangement or by dehydrochlorination of acyl chlorides to give products resulting from addition of one TEMPO radical to the carbonyl carbon and a second to the ...

  • Cover Image

    Total Synthesis of (−)-Ascochlorin via a Cyclobutenone-Based Benzannulation Strategy

    Gregory B. Dudley, Katherine S. Takaki, Don D. Cha, and Rick L. Danheiser
    Organic Letters2000 2 (21), 3407-3410
    • Total Synthesis of (−)-Ascochlorin via a Cyclobutenone-Based Benzannulation Strategy

      Gregory B. Dudley, Katherine S. Takaki, Don D. Cha, and Rick L. Danheiser
      Organic Letters2000 2 (21), 3407-3410

      The application of a convergent benzannulation strategy in an efficient synthesis of (−)-ascochlorin is described.

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