Synthesis of Convolutamydine A from Isatin

Abstract

Synthesis of the marine alkaloid convolutamydine A is described starting from commercially available isatin.

References

1. (a) G. W. Gribble, Acc. Chem. Res., 1998, 31, 141; (b) A. M. Montanari, W. Fenical, N. Lindquist, A. Y. Lee and J. Clardy, Tetrahedron, 1996, 52, 5371.
2. H. P. Zhang, Y. Kamano, Y. Ichihara, H. Kizu, K. Komiyana, H. Iokawa and G. R. Pettit, Tetrahedron, 1995, 51, 5523.
3. Y. Kamano, H. P. Zhang, Y. Ichihara, H. Kizu, K. Komiyama and G. R. Pettit, Tetrahedron Lett., 1995, 36, 2783.
4. S. J. Garden, J. C. Torres, A. A. Ferreira, R. B. Silva and A. C. Pinto, Tetrahedron Lett., 1997, 38, 1501.
5. G. K. Jnaneshwar, A. V. Bedekar and V. H. Deshpande, Synth. Commun., 1999, 29, 3627.
6. (a) W. C. Sumpter and W. F. Jones, J. Am. Chem. Soc., 1943, 65, 1802; (b) P. G. Gassman, B. W. Cue, Jr and T. Y. Luh, J. Org. Chem., 1977, 42, 1344.
7. R. G. Shepherd, J. Org. Chem., 1947, 12, 275.
8. (a) R. B. Carlin and W. O. Forshey, Jr, J. Am. Chem. Soc., 1950, 72, 793; (b) M. P. Doyle, J. F. Dellaria, Jr, B. Sieghried and S. W. Bishop, J. Org. Chem., 1977, 42, 3494.