Stereoselective construction of optically active bicyclo[3.3.0]octenone derivatives based on the Pauson-Khand reaction

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 17, 1998, Pages 2903-2915

  Mukai, Chisato ^a   Kim, Jin Sung ^a   Uchiyama, Masahiko ^a   Sakamoto, Shinya ^a   Hanaoka, Miyoji ^a  

^a KANAZAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748636502     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a803072c     Document Type: Article

References (32)

1. B. M. Fraga, Nat. Prod. Chem., 1992, 9, 217, and references cited therein.
2. (a) L. A. Paquette, Stud. Nat. Prod. Chem., 1993, 13, 3;
3. (b) A. K. Gupta, X. Fu, J. P. Synder and J. M. Cook, Tetrahedron, 1991, 47, 3665;
4. (c) T. Hudlicky, Stud. Nat. Prod. Chem., 1989, 3, 3;
5. (d) L. A. Paquette and A. M. Doherty, Polyquinane Chemistry, Syntheses and Reactions, Springer-Verlag, Berlin, 1987;
6. (e) T. Hudlicky, G. Sinai-Zingde, M. G. Natchus, B. C. Ranu and P. Papadopolous, Tetrahedron, 1987, 43, 5685;
7. (f) B. M. Trost, Angew. Chem., Int. Ed. Engl., 1986, 25, 1;
8. (g) M. Vandewalle and P. D. Clercq, Tetrahedron, 1985, 41, 1767;
9. (h) L. A. Paquette, Top. Curr. Chem., 1984, 119, 1.
10. N. E. Schore, in (a) Comprehensive Organometallic Chemistry II, ed. E. W. Abel, F. G. Stone and G. Wilkinson, Elsevier, New York, 1995, vol. 12, p. 703;
11. (b) Comprehensive Organic Synthesis, ed. B. M. Trost, I. Fleming and L. A. Paquette, Pergamon, Oxford, 1991, vol. 5. p. 1037;
12. (c) Org. React., 1991, 40, 1;
13. (d) Chem. Rev., 1988, 88, 1081;
14. (e) P. L. Pauson, in Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field, ed. A. de Meijere and H. tom Dieck, Springer, Berlin, 1988, p. 233.
15. C. Mukai and M. Hanaoka, Synlett, 1996, 11, and references cited therein.
16. A part of this work was published in a preliminary communication: C. Mukai, M. Uchiyama, S. Sakamoto and M. Hanaoka, Tetrahedron Lett., 1995, 36, 5761.
17. H. Iida, N. Yamazaki and C. Kibayashi, J. Org. Chem., 1987, 52, 3337.
18. H. Kotsuki, I. Kadota and M. Ochi, J. Org. Chem., 1990, 55, 4417.
19. H. Kotsuki, I. Kadota and M. Ochi, Tetrahedron Lett., 1990, 31, 4609.
20. E. Abushanab, P. Vemishetti, R. W. Leiby, H. K. Singh, A. B. Mikkilineni, D. C.-J. Wu, R. Saibaba and R. P. Panzica, J. Org. Chem., 1988, 53, 2598.
21. E. J. Corey and P. L. Fuchs, Tetrahedron Lett., 1972, 3767.
22. (a) T. R. Hoye and J. A. Suriano, J. Org. Chem., 1993, 58, 1659;
23. (b) Y. K. Chung, B. Y. Lee, N. Jeong, M. Hudecek and P. L. Pauson, Organometallics, 1993, 12, 220.
24. (a) N. Jeong, Y. K. Chung, B. Y. Lee, S. H. Lee and S.-E. Yoo, Synlett, 1991, 204;
25. (b) S. Shambayati, W. E. Crowe and S. L. Schreiber, Tetrahedron Lett., 1990, 31, 5289.
26. (a) P. Magnus and L. M. Principe, Tetrahedron Lett., 1985, 26, 4851;
27. (b) P. Magnus, C. Exon and P. Albaugh-Robertson, Tetrahedron, 1985, 41, 5861.
28. (a) P. Magnus, M. J. Slater and L. M. Principe, J. Org. Chem., 1989, 54, 5148;
29. (b) P. Magnus and D. P. Becker, J. Am. Chem. Soc., 1987, 109, 7495;
30. (c) P. Magnus, L. M. Principe and M. J. Slater, J. Org. Chem., 1987, 52, 1483;
31. (d) C. Exon and P. Magnus, J. Am. Chem Soc., 1983, 105, 2477.
32. J. Mulzer, K.-D. Graske and B. Kirste, Liebigs Ann. Chem., 1988, 891.