Exploratory studies on reactions of cobaloxime π-cations with C-nucleophiles: Irreversible alkene decomplexation versus nucleophilic capture

Journal of Organic Chemistry

Volumn 61, Issue 3, 1996, Pages 831-837

  Gage, Jennifer L ^a   Branchaud, Bruce P ^a  

^a UNIVERSITY OF OREGON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000652856     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951319i     Document Type: Article

References (34)

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8. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
9. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
10. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
11. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
12. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
13. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
14. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
15. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
16. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
17. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
18. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
19. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
20. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
21. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
22. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
23. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
24. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
25. 12-like alkyleobalt complexes see: (a) Okabe, M.; Tada, M. Chem. Lett. 1980, 831. (b) Scheffold, R.; Rytz, G.; Walder, L. In Modern Synthetic Methods; Scheffold, R., Ed.; John Wiley & Sons: New York. 1983; Vol. 3, pp 355-440. (c) Johnson, M. D. Acc. Chem. Res. 1983, 16, 343. (d) Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1984, 25, 4317. (e) Torii, S.; Inokuchi, T.; Yukawa, T. J. Org. Chem. 1985, 50, 5875. (f) Baldwin, J. E.; Li, C. S. J. Chem. Soc., Chem. Comm. 1987, 166. (g) Branchaud, B. P.; Meier, M. S.; Choi, Y. Tetrahedron Lett. 1988, 29, 167. (h) Gupta, B. D.; Roy, S. J. Chem. Soc., Perkin Trans. 2 1988, 1377. (i) Pattenden, G. Chem. Soc. Rev. 1988, 17, 361. (j) Ghosez, A.; Gobel, T.; Giese, B. Chem. Ber. 1988, 121, 1807. (k) Branchaud, B. P.; Meier, M. S. J. Org. Chem. 1989, 54, 1320. (l) Branchaud, B. P.; Detlefsen, W. D. Tetrahedron Lett. 1991, 32, 6273. (m) Clark, A. J.; Jones, K. Tetrahedron 1992, 48, 6875. (n) Giese, B.; Carboni, B.; Gobel, T.; Muhn, R.; Wetterich, F. Tetrahedron Lett. 1992, 33, 2673. (o) Giese, B.; Erdmann, P.; Gobel, T.; Springer, R. Tetrahedron Lett. 1992, 33, 4545. (p) Martin, O. R.; Xie, F.; Kakarla, R.; Benhamza, R. Synlett 1993, 165. (q) Auer, L.; Weymuth, C.; Scheffold. R. Helv. Chim. Acta 1993, 76, 810. (r) Fry, A. J.; Sirisoma, U. N. J. Org. Chem 1993, 58, 4919. (s) Zhang, D. Z.; Scheffold, R. Helv. Chim. Acta 1993, 76, 2602.
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