Short and efficient synthesis of the antitumor heptenes melodienone and isomelodienone

Tetrahedron Letters

Volumn 39, Issue 39, 1998, Pages 7025-7026

  Boukouvalas, John ^a   Cheng, Yun Xing ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; FURAN DERIVATIVE; ISOMELODIENONE; MELODIENONE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; DRUG SYNTHESIS;

EID: 0032563922     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01471-3     Document Type: Article

References (10)

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2. 2. Jung, J. H.; Chang, C.-J.; Smith, D. L.; McLaughlin, J. L.; Pummangura, S.; Chaichantipyuth, C.; Patarapanich, C. J. Nat. Prod. 1991, 54, 500-505.
3. 3. Barco, A.; Benetti, S.; De Risi, C.; Pollini, G. P.; Romagnoli, R.; Zanirato, V. Tetrahedron 1994, 50, 10491-10496.
4. 4. Boukouvalas, J.; Lachance, N. Synlett 1998, 31-32.
5. 5. Boukouvalas, J.; Cheng, Y.-X.; Robichaud, J. J. Org. Chem. 1998, 63, 228-229.
6. 6. Nomura, K.; Okazaki, K.; Hori, K.; Yoshii, E. Chem. Pharm. Bull. 1986, 34, 3175-3182.
7. 7. This transformation has been previously mentioned in the literature without details (see note 12 in ref. 6); we found that the use of THF as a solvent is crucial for optimal results.
8. 13C δ 161.3, 142.8, 123.7, 119.2, 109.8, 81.2, 63.3, 57.5.
9. 9. Kobayashi, Y.; Watatani, K.; Kikori, Y.; Mizojiri, R. Tetrahedron Lett. 1996, 37, 6125-6128. See also: Kobayashi, Y.; Nakano, M.; Okui, H. Tetrahedron Lett. 1997, 38, 8883-8886.
10. 9. Kobayashi, Y.; Watatani, K.; Kikori, Y.; Mizojiri, R. Tetrahedron Lett. 1996, 37, 6125-6128. See also: Kobayashi, Y.; Nakano, M.; Okui, H. Tetrahedron Lett. 1997, 38, 8883-8886.