Enantiodivergent synthesis of either enantiomer of ABCDE-ring analogue of antitumor antibiotic fredericamycin A via intramolecular [4 + 2] cycloaddition approach

Organic Letters

Volumn 3, Issue 25, 2001, Pages 4015-4018

  Akai, Shuji ^a   Tsujino, Toshiaki ^a   Fukuda, Nobuhisa ^a   Iio, Kiyosei ^a   Takeda, Yoshifumi ^a   Kawaguchi, Ken Ichi ^a   Naka, Tadaatsu ^a   Higuchi, Kazuhiro ^a   Kita, Yasuyuki ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC ANTIBIOTIC; FREDERICAMYCIN A; ISOQUINOLINE DERIVATIVE; SPIRO COMPOUND; TRIACYLGLYCEROL LIPASE;

ARTICLE; CANDIDA; CHEMICAL STRUCTURE; CHEMISTRY; CIRCULAR DICHROISM; CONFORMATION; ENZYMOLOGY; HUMAN; METABOLISM; NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM; SYNTHESIS;

ANTIBIOTICS, ANTINEOPLASTIC; CANDIDA; CIRCULAR DICHROISM; HUMAN; ISOQUINOLINES; LIPASE; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; SPIRO COMPOUNDS; STEREOISOMERISM; SUPPORT, NON-U.S. GOV'T;

EID: 0035856971     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016696y     Document Type: Article

References (28)

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13. Studies in this field are well summarized in ref 7. For recent synthetic studies on the racemates, see: Baskaran, S.; Nagy, E.; Braun, M. Liebigs Ann./Recl. 1997, 311. Clive, D. L. J.; Kong, X.; Paul, C. C. Tetrahedron 1996, 52, 6085. Evans, P. A.; Brandt, T. A. Tetrahedron Lett. 1996, 37, 1367. Perumal, P. T.; Venugopal, M.; Velusamy, T. P. Indian J. Chem., Sect. B 1996, 35B, 242.
14. Studies in this field are well summarized in ref 7. For recent synthetic studies on the racemates, see: Baskaran, S.; Nagy, E.; Braun, M. Liebigs Ann./Recl. 1997, 311. Clive, D. L. J.; Kong, X.; Paul, C. C. Tetrahedron 1996, 52, 6085. Evans, P. A.; Brandt, T. A. Tetrahedron Lett. 1996, 37, 1367. Perumal, P. T.; Venugopal, M.; Velusamy, T. P. Indian J. Chem., Sect. B 1996, 35B, 242.
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23. 10 A detailed investigation about this racemization is now in progress and will be discussed in the near future.
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27. Due to the poor solubility of 22 in various organic solvents and its deep color, determination of its optical purity was difficult. All new compounds were fully characterized by spectroscopic means and combustion analysis.
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