Synthesis of taxanes - The carvone approach; a simple, efficient stereo- and enantio-selective synthesis of the functionalised A ring

Chemical Communications

Volumn , Issue 11, 1996, Pages 1369-1370

  Srikrishna, A ^a   Jagadeeswar Reddy, T ^a   Praveen Kumar, P ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CARVONE; TAXANE DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029994102     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/CC9960001369     Document Type: Article

References (14)

1. For part 18 of Chiral synthons from carvone, see A. Srikrishna, P. Hemamalini, G. V. R. Sharma and S. Danieldoss, J. Chem Soc., Perkin Trans, 1, in the press.
2. D. G. I. Kingston, A. A. Molinero and J. M. Rimoldi, Prog. Chem. Natl. Prod., 1993, 61, 1; K. C. Nicolaou, W.-M. Dai and R. K. Guy, Angew. Chem., Int. Ed. Engl., 1994, 33, 15; A. N. Boa, P. R. Jenkins and N. J. Lawrence, Contemp. Org. Synth., 1994, 1, 47; C. S. Swindell, Org. Prep. Proc. Int., 1991, 23, 465. For the total synthesis of taxol see, R. A. Holton, C. Somaza, H.-B. Kim, F. Liang, R. J. Biediger, P. D. Boatman, M. Shindo, C. C. Smith, S. Kim, H. Nadizadeh, Y. Suzuki, C. Tao, P. Vu, S. Tang, P. Zhang, K. K. Murthi, L. N. Gentile and J. H. Liu, J. Am. Chem. Soc., 1994, 116, 1597; K. C. Nicolaou, Z. Yang, J. J. Liu, H. Ueno, P. G. Nantermet, R. K. Guy, C. F. Claiborne, J. Renaud, E. A. Couladouros, K. Paulvannan and E. J. Sorensen, Nature, 1994, 367, 630; J. J. Masters, J. T. Link, L. B. Snyder, W. B. Young and S. J. Danishefsky, Angew. Chem., Int. Ed. Engl., 1995, 34, 1723; For the other synthetic aspects of taxanes see, S. W. Elmore and L. A. Paquette, J Org. Chem., 1995, 60, 889 and references cited therein as well as those cited in ref. 3c.d.
3. D. G. I. Kingston, A. A. Molinero and J. M. Rimoldi, Prog. Chem. Natl. Prod., 1993, 61, 1; K. C. Nicolaou, W.-M. Dai and R. K. Guy, Angew. Chem., Int. Ed. Engl., 1994, 33, 15; A. N. Boa, P. R. Jenkins and N. J. Lawrence, Contemp. Org. Synth., 1994, 1, 47; C. S. Swindell, Org. Prep. Proc. Int., 1991, 23, 465. For the total synthesis of taxol see, R. A. Holton, C. Somaza, H.-B. Kim, F. Liang, R. J. Biediger, P. D. Boatman, M. Shindo, C. C. Smith, S. Kim, H. Nadizadeh, Y. Suzuki, C. Tao, P. Vu, S. Tang, P. Zhang, K. K. Murthi, L. N. Gentile and J. H. Liu, J. Am. Chem. Soc., 1994, 116, 1597; K. C. Nicolaou, Z. Yang, J. J. Liu, H. Ueno, P. G. Nantermet, R. K. Guy, C. F. Claiborne, J. Renaud, E. A. Couladouros, K. Paulvannan and E. J. Sorensen, Nature, 1994, 367, 630; J. J. Masters, J. T. Link, L. B. Snyder, W. B. Young and S. J. Danishefsky, Angew. Chem., Int. Ed. Engl., 1995, 34, 1723; For the other synthetic aspects of taxanes see, S. W. Elmore and L. A. Paquette, J Org. Chem., 1995, 60, 889 and references cited therein as well as those cited in ref. 3c.d.
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5. D. G. I. Kingston, A. A. Molinero and J. M. Rimoldi, Prog. Chem. Natl. Prod., 1993, 61, 1; K. C. Nicolaou, W.-M. Dai and R. K. Guy, Angew. Chem., Int. Ed. Engl., 1994, 33, 15; A. N. Boa, P. R. Jenkins and N. J. Lawrence, Contemp. Org. Synth., 1994, 1, 47; C. S. Swindell, Org. Prep. Proc. Int., 1991, 23, 465. For the total synthesis of taxol see, R. A. Holton, C. Somaza, H.-B. Kim, F. Liang, R. J. Biediger, P. D. Boatman, M. Shindo, C. C. Smith, S. Kim, H. Nadizadeh, Y. Suzuki, C. Tao, P. Vu, S. Tang, P. Zhang, K. K. Murthi, L. N. Gentile and J. H. Liu, J. Am. Chem. Soc., 1994, 116, 1597; K. C. Nicolaou, Z. Yang, J. J. Liu, H. Ueno, P. G. Nantermet, R. K. Guy, C. F. Claiborne, J. Renaud, E. A. Couladouros, K. Paulvannan and E. J. Sorensen, Nature, 1994, 367, 630; J. J. Masters, J. T. Link, L. B. Snyder, W. B. Young and S. J. Danishefsky, Angew. Chem., Int. Ed. Engl., 1995, 34, 1723; For the other synthetic aspects of taxanes see, S. W. Elmore and L. A. Paquette, J Org. Chem., 1995, 60, 889 and references cited therein as well as those cited in ref. 3c.d.
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