Synthetic studies on Halichlorine and pinnaic acid. Stereospecific preparation of the azaspiro core structure

Organic Letters

Volumn 1, Issue 4, 1999, Pages 681-683

  Lee, Sangku ^a   Zhao, Zuchun ^a  

^a BAYER AG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001623092     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9907668     Document Type: Article

References (14)

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4. Keen, S. P.; Weinreb, S. M. J. Org. Chem. 1998, 63, 6739.
5. Arimoto, H.; Asano, S.; Uemura, D. Tetrahedron Lett. 1999, 40, 3583.
6. (a) Grigg, R.; Markandu, J.; Surendrakumar, S.; Thornton-Pett, M.; Warnock, W. J. Tetrahedron 1992, 48, 10399.
7. (b) Armstrong, P.; Grigg, R.; Warnock, W. J. J. Chem. Soc., Chem. Commun. 1987, 1325.
8. (c) Armstrong, P.; Grigg, R.; Surendrakumar, S.; Warnock, W. J. J. Chem. Soc., Chem. Commun. 1987, 1327.
9. (d) Grigg, R.; Jordan, M.; Tangthongkum, A. J. Chem. Soc., Perkin Trans. 1 1984, 47.
10. 3N), followed by the treatment with sodium iodide.
11. 3: C, 65.85; H, 9.87; N, 5.48. Found: C, 65.90; H, 9.66; N, 5.37.
12. 3: C, 65.85: H, 9.87; N, 5.49. Found: C, 65.69; H, 9.66; N, 5.61.
13. The modeling was performed by using the MacroModel and the AMBER* force field models: (a) Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, R.; Lipton, M.; Caulfield, C. Chang, G.; Hendrickson, T.; Still, W. C. J. Comput. Chem. 1990, 11, 440.
14. (b). Kolossvary, I.; Guida, W. C. J. Am. Chem. Soc. 1996, 118, 5011.