Reaction of (dimethylvinylidene)carbene with indole-3-carbaldehyde and its application in the synthesis of β-(dehydroprenyl)indole-based natural products

Chemical Communications

Volumn , Issue 2, 1999, Pages 203-204

  Sheu, Jyh Horng ^a   Chen, Chun An ^a   Chen, Buo Horng ^a  

^a NATIONAL SUN YAT SEN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

(DIMETHYLVINYLIDENE)CARBENE; 3 INDOLECARBALDEHYDE; ALDEHYDE DERIVATIVE; BETA (DEHYDROPRENYL)INDOLE; INDOLE DERIVATIVE; MURRAPANINE; NATURAL PRODUCT; UNCLASSIFIED DRUG; VINYL DERIVATIVE; YUEHCHUKENE;

ARTICLE; CHEMICAL REACTION; SYNTHESIS;

EID: 0033590483     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a808733d     Document Type: Article

References (20)

1. H. D. Hartzler, J. Am. Chem. Soc., 1961, 83, 4990.
2. T. B. Patrick, Tetrahedron Lett., 1974, 1407.
3. T. Sasaki, S. Eguchi, M. Ohno and F. Nakata, J. Org. Chem., 1976, 41, 2408.
4. T. Harada, Y. Nozaki and A. Oku, Tetrahedron Lett., 1983, 24, 5665.
5. H. D. Hartzler, J. Am. Chem. Soc., 1961, 83, 4997.
6. H. D. Hartzler, J. Org. Chem., 1964, 29, 1311.
7. R. W. Mills, R. D. H. Murray and R. A. Raphael, J. Chem. Soc., Chem. Commun., 1971, 555.
8. D. Michelot, G. Linstrumelle and S. Julia, J. Chem. Soc., Chem. Commun., 1974, 10.
9. E. Wenkert, E. C. Angell, V. F. Ferreira, E. L. Michelotti, S. R. Pittre, J.-H. Sheu and C. S. Swindell, J. Org. Chem., 1986, 51, 2343.
10. S. R. Landor, V. Rogers and H. R. Sood, J. Chem. Soc., Perkin Trans. 1, 1976, 2103.
11. J.-H. Sheu, C.-F. Yen, Y.-L. Chan and J.-F. Chung, J. Org. Chem., 1990, 55, 5232; J.-H. Sheu, C.-F. Yen, C.-W. Huang and Y.-L. Chan, Tetrahedron Lett., 1991, 32, 5547; J.-H. Sheu, C.-F. Yen and C.-W. Huang, J. Chin. Chem. Soc., 1993, 40, 59.
12. J.-H. Sheu, C.-F. Yen, Y.-L. Chan and J.-F. Chung, J. Org. Chem., 1990, 55, 5232; J.-H. Sheu, C.-F. Yen, C.-W. Huang and Y.-L. Chan, Tetrahedron Lett., 1991, 32, 5547; J.-H. Sheu, C.-F. Yen and C.-W. Huang, J. Chin. Chem. Soc., 1993, 40, 59.
13. J.-H. Sheu, C.-F. Yen, Y.-L. Chan and J.-F. Chung, J. Org. Chem., 1990, 55, 5232; J.-H. Sheu, C.-F. Yen, C.-W. Huang and Y.-L. Chan, Tetrahedron Lett., 1991, 32, 5547; J.-H. Sheu, C.-F. Yen and C.-W. Huang, J. Chin. Chem. Soc., 1993, 40, 59.
14. J.-H. Sheu, Y.-K. Chen and Y.-L. V. Hong, Tetrahedron Lett., 1991, 32, 1045; J.-H. Sheu, Y.-K. Chen and T.-L. V. Hong, J. Org. Chem., 1993, 58, 5784; J.-H. Sheu, Y.-K. Chen, H.-F. Chung, P.-J. Sung and S.-F. Lin, Heterocycle, 1996, 43, 1751; J.-H. Sheu, Y.-K. Chen, H.-F. Chung, S.-F. Lin and P.-J. Sung, J.Chem. Soc., Perkin Trans. 1, 1998, 1959.
15. J.-H. Sheu, Y.-K. Chen and Y.-L. V. Hong, Tetrahedron Lett., 1991, 32, 1045; J.-H. Sheu, Y.-K. Chen and T.-L. V. Hong, J. Org. Chem., 1993, 58, 5784; J.-H. Sheu, Y.-K. Chen, H.-F. Chung, P.-J. Sung and S.-F. Lin, Heterocycle, 1996, 43, 1751; J.-H. Sheu, Y.-K. Chen, H.-F. Chung, S.-F. Lin and P.-J. Sung, J.Chem. Soc., Perkin Trans. 1, 1998, 1959.
16. J.-H. Sheu, Y.-K. Chen and Y.-L. V. Hong, Tetrahedron Lett., 1991, 32, 1045; J.-H. Sheu, Y.-K. Chen and T.-L. V. Hong, J. Org. Chem., 1993, 58, 5784; J.-H. Sheu, Y.-K. Chen, H.-F. Chung, P.-J. Sung and S.-F. Lin, Heterocycle, 1996, 43, 1751; J.-H. Sheu, Y.-K. Chen, H.-F. Chung, S.-F. Lin and P.-J. Sung, J.Chem. Soc., Perkin Trans. 1, 1998, 1959.
17. J.-H. Sheu, Y.-K. Chen and Y.-L. V. Hong, Tetrahedron Lett., 1991, 32, 1045; J.-H. Sheu, Y.-K. Chen and T.-L. V. Hong, J. Org. Chem., 1993, 58, 5784; J.-H. Sheu, Y.-K. Chen, H.-F. Chung, P.-J. Sung and S.-F. Lin, Heterocycle, 1996, 43, 1751; J.-H. Sheu, Y.-K. Chen, H.-F. Chung, S.-F. Lin and P.-J. Sung, J.Chem. Soc., Perkin Trans. 1, 1998, 1959.
18. Y.-C. Kong, K.-F. Cheng, R. C. Cambie and P. G. Waterman, Chem. Commun., 1985, 47.
19. Y.-C. Kong, K.-H. Ng, K.-H. Wat, A. Wang, I. F. Saxena, H.-F. Cheng, P. P. H. But and H.-T. Chang, Planta Med., 1985, 44, 304.
20. T.-S. Wu, M.-J. Liou, C.-J. Lee, T.-T. Jong. A. T. McPhail, D. R. McPhail and K.-H. Lee, Tetrahedron Lett., 1989, 30, 6649.