Stereoselective Synthesis of a Key Precursor of Halicholactone and Neohalicholactone

Journal of Organic Chemistry

Volumn 63, Issue 3, 1998, Pages 642-646

  Mohapatra, Debendra K ^a   Datta, Apurba ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000532712     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971564x     Document Type: Article

References (16)

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2. (b) Nagle, D. G.; Gerwick, W. H. J. Org. Chem. 1994, 59, 9, 7227-7237.
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4. (b) Kigoshi, H.; Niwa, H.; Yamada, K.; Stout, T. J.; Clardy, J. Tetrahedron Lett. 1991, 32, 2427-2430.
5. Seo, Y.; Cho, K. W.; Rho, J.-R.; Shin, J.; Kwon, B.-M.; Bok, S.- H.; Song, J.-I. Tetrahedron, 1996, 52, 10583-10596.
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7. (b) Synthesis of constanolactone E: Miyaoka, H.; Shigemoto, T.; Yamada, Y. Tetrahedron Lett. 1996, 37, 7407-7408.
8. Synthesis of halicholactone and neohalicholactone: Crichter, D. J.; Connoly, S.; Wills, M. Tetrahedron Lett. 1995, 36, 3763-3766.
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10. Synthesis of related eicosanoids: (a) White, J. D.; Jensen, M. S. J. Am. Chem. Soc. 1993, 115, 2970-2971. (b) Nagasawa, T.; Handa, Y.; Onoguchi, Y.; Suzuki, K. Bull. Chem. Soc. Jpn. 1996, 69, 31-39.
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12. D = 66 (c = 1.9, EtOH; at 93% ee) as reported in ref 7 above.
13. (a) Ohtani, I.; Kusumi, J.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4096.
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