SCOPUS 정보 검색 플랫폼

Volumn 65, Issue 12, 2000, Pages 3587-3595

Correction to highly regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles: A formal total synthesis of Lukianol A (Journal of Organic Chemistry (2000) 65, (3587) DOI: 10.1021/jo9915224));Highly regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles: A formal total synthesis of lukianol A

(4) Liu, Jian Hui a Yang, Qing Chuan a Mak, Thomas C W a Wong, Henry N C a

a CHINESE UNIVERSITY OF HONG KONG (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; LUKIANOL A; NATURAL PRODUCT; PYRROLE DERIVATIVE; SULFONAMIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0034674454 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo901655y Document Type: Erratum

Times cited : (123)

References (76)

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- For some representative syntheses of 2,3,4-trisubstituted-1H-pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
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- Van Leusen, A.M.¹ Siderius, H.² Hoogenboom, B.E.³ Van Leusen, D.⁴

12
- 84915400152
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
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13
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14
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- Roskamp, E.J.¹ Dragovich, P.S.² Hartung J.B., Jr.³ Pedersen, S.F.⁴

15
- 0025890323
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1991) Tetrahedron , vol.47 , pp. 4639-4644
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16
- 0000908172
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
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- Carré, F.H.¹ Corriu, R.J.P.² Bolin, G.³ Moreau, J.J.E.⁴ Vernhet, C.⁵

17
- 0028968564
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1985) Tetrahedron , vol.51 , pp. 5181-5192
- Dell'Erba, C.¹ Giglio, A.² Mugnoli, A.³ Novi, M.⁴ Petrillo, G.⁵ Stagnaro, P.⁶

18
- 0029889539
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1996) Synthesis , pp. 851-857
- Tietze, L.F.¹ Kettschau, G.² Heitmann, K.³

19
- 0029920228
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1996) Synthesis , pp. 871-876
- Ten Have, R.¹ Leusink, F.R.² Van Leusen, A.M.³

20
- 33748887241
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1996) J. Chem. Soc., Perkin Trans. 1 , pp. 2339-2343
- Rolfs, A.¹ Jones, P.G.² Liebscher, J.³

21
- 0030597156
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1996) Tetrahedron Lett. , vol.37 , pp. 7787-7790
- Gao, Y.¹ Shirai, M.² Sato, F.³

22
- 0031535541
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1997) Chem. Lett. , pp. 825-826
- Dekura, F.¹ Honda, T.² Mori, M.³

23
- 0002020843
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1997) Synlett , pp. 1063-1064
- Yagi, T.¹ Aoyama, T.² Shioiri, T.³

24
- 0030900506
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1997) Tetrahedron Lett. , vol.38 , pp. 3265-3266
- Yasuda, M.¹ Morimoto, J.² Shibata, I.³ Baba, A.⁴

25
- 0032487975
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1998) Tetrahedron Lett. , vol.39 , pp. 8263-8266
- Trautwein, A.W.¹ Jung, G.²

26
- 0000249975
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1998) J. Org. Chem. , vol.63 , pp. 6234-6238
- Shiraishi, H.¹ Nishitani, T.² Sakaguchi, S.³ Ishii, Y.⁴

27
- 33748719848
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 107-110
- Caldarelli, M.¹ Habermann, J.² Ley, S.V.³

28
- 0032797140
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1999) Eur. J. Org. Chem. , pp. 1729-1738
- Marchand, E.¹ Morel, G.² Sinbandhit, S.³

29
- 0033605767
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1999) Tetrahedron , vol.55 , pp. 4133-4152
- Tehrani, K.A.¹ Borremans, D.² De Kimpe, N.³

30
- 0033591154
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177- 4180.
- (1999) Tetrahedron , vol.55 , pp. 6555-6566
- Alberola, A.¹ Ortega, A.G.² Sádaba, M.L.³ Sañudo, C.⁴

31
- 0033612169
- For some representative syntheses of 2,3,4-trisubstituted-1H- pyrroles, see: (a) van Leusen, A. M.; Siderius, H.; Hoogenboom, B. E.; van Leusen, D. Tetrahedron Lett. 1972, 5337-5340. (b) Cohnen, E.; Dewald, R. Synthesis 1987, 566-568. (c) Buchwald, S. L.; Wannamaker, M. W.; Watson, B. T. J. Am. Chem. Soc. 1989, 111, 776-777. (d) Roskamp, E. J.; Dragovich, P. S.; Hartung, J. B., Jr.; Pedersen, S. F. J. Org. Chem. 1989, 54, 4736-4737. (e) van Leusen, D.; Flentge, E.; van Leusen, A. M. Tetrahedron 1991, 47, 4639-4644. (f) Carré, F. H.; Corriu, R. J. P.; Bolin, G.; Moreau, J. J. E.; Vernhet, C. Organometallics 1993, 12, 2478-2486. (g) Dell'Erba, C.; Giglio, A.; Mugnoli, A.; Novi, M.; Petrillo, G.; Stagnaro, P. Tetrahedron 1985, 51, 5181-5192. (h) Tietze, L. F.; Kettschau, G.; Heitmann, K. Synthesis 1996, 851-857. (i) ten Have, R.; Leusink, F. R.; van Leusen, A. M. Synthesis 1996, 871-876. (j) Rolfs, A.; Jones, P. G.; Liebscher, J. J. Chem. Soc., Perkin Trans. 1 1996, 2339-2343. (k) Gao, Y.; Shirai, M.; Sato, F. Tetrahedron Lett. 1996, 37, 7787-7790. (l) Dekura, F.; Honda, T.; Mori, M. Chem. Lett. 1997, 825-826. (m) Yagi, T.; Aoyama, T.; Shioiri, T. Synlett 1997, 1063-1064. (n) Yasuda, M.; Morimoto, J.; Shibata, I.; Baba, A. Tetrahedron Lett. 1997, 38, 3265-3266. (o) Trautwein, A. W.; Jung, G. Tetrahedron Lett. 1998, 39, 8263-8266. (p) Shiraishi, H.; Nishitani, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 1998, 63, 6234-6238. (q) Caldarelli, M.; Habermann, J.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 1999, 107-110. (r) Marchand, E.; Morel, G.; Sinbandhit, S. Eur. J. Org. Chem. 1999, 1729-1738. (s) Tehrani, K. A.; Borremans, D.; De Kimpe, N. Tetrahedron 1999, 55, 4133-4152. (t) Alberola, A.; Ortega, A. G.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566. (u) Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177-4180.
- (1999) Tetrahedron Lett. , vol.40 , pp. 4177-4180
- Lim, S.¹ Jabin, I.² Revial, G.³

32
- 84986701294
- For some representative syntheses of alkyl 3,4-disubstituted-1H-pyrrole-1-carboxylates, see: (a) Hombrecher, H. K.; Horter, G. Synthesis 1990, 389-391. (b) Barton, D. H. R.; Kervagoret, J.; Zard, S. Z. Tetrahedron 1990, 46, 7587-7598. (c) La Porta, P.; Capuzzi, L.; Bettarini, F. Synthesis 1994, 287-290. (d) Leroy, J.; Wakselman, C. Tetrahedron Lett. 1994, 35, 8605-8608. (e) Boëlle, J.; Schneider, R.; Gérardin, P.; Loubinoux, B. Synthesis 1997, 1451-1456. (f) Selic, L.; Stanovnik, B. Helv. Chim. Acta 1998, 81, 1634-1639. (g) Abel, Y.; Haake, E.; Haake, G.; Schmidt, W.; Struve, D.; Walter, A.; Montforts, F.-P. Helv. Chim. Acta 1998, 81, 1978-1996. (h) Gupton, J. T.; Krumpe, K. E.; Burnham, B. S.; Dwornik, K. A.; Petrich, S. A.; Du, K. X.; Bruce, M. A.; Vu, P.; Vargas, M.; Keertikar, K. M.; Hosein, K. N.; Jones, C. R.; Sikorski, J. A. Tetrahedron 1998, 54, 5075-5088. (i) Uno, H.; Tanaka, M.; Inoue, T.; Ono, N. Synthesis 1999, 471-474. (j) Selic, L.; Stanovnik, B. Synthesis 1999, 479-482. (k) Fumoto, Y.; Eguchi, T.; Uno, H.; Ono, N. J. Org. Chem. 1999, 64, 6518-6521. (l) Leung, S. H.; Edington, D. G.; Griffith, T. E.; James, J. J. Tetrahedron Lett. 1999, 40, 7189-7191.
- (1990) Synthesis , pp. 389-391
- Hombrecher, H.K.¹ Horter, G.²

33
- 0025016417
- For some representative syntheses of alkyl 3,4-disubstituted- 1H-pyrrole-1-carboxylates, see: (a) Hombrecher, H. K.; Horter, G. Synthesis 1990, 389-391. (b) Barton, D. H. R.; Kervagoret, J.; Zard, S. Z. Tetrahedron 1990, 46, 7587-7598. (c) La Porta, P.; Capuzzi, L.; Bettarini, F. Synthesis 1994, 287-290. (d) Leroy, J.; Wakselman, C. Tetrahedron Lett. 1994, 35, 8605-8608. (e) Boëlle, J.; Schneider, R.; Gérardin, P.; Loubinoux, B. Synthesis 1997, 1451-1456. (f) Selic, L.; Stanovnik, B. Helv. Chim. Acta 1998, 81, 1634-1639. (g) Abel, Y.; Haake, E.; Haake, G.; Schmidt, W.; Struve, D.; Walter, A.; Montforts, F.-P. Helv. Chim. Acta 1998, 81, 1978-1996. (h) Gupton, J. T.; Krumpe, K. E.; Burnham, B. S.; Dwornik, K. A.; Petrich, S. A.; Du, K. X.; Bruce, M. A.; Vu, P.; Vargas, M.; Keertikar, K. M.; Hosein, K. N.; Jones, C. R.; Sikorski, J. A. Tetrahedron 1998, 54, 5075-5088. (i) Uno, H.; Tanaka, M.; Inoue, T.; Ono, N. Synthesis 1999, 471-474. (j) Selic, L.; Stanovnik, B. Synthesis 1999, 479-482. (k) Fumoto, Y.; Eguchi, T.; Uno, H.; Ono, N. J. Org. Chem. 1999, 64, 6518-6521. (l) Leung, S. H.; Edington, D. G.; Griffith, T. E.; James, J. J. Tetrahedron Lett. 1999, 40, 7189-7191.
- (1990) Tetrahedron , vol.46 , pp. 7587-7598
- Barton, D.H.R.¹ Kervagoret, J.² Zard, S.Z.³

34
- 0028295422
- For some representative syntheses of alkyl 3,4-disubstituted- 1H-pyrrole-1-carboxylates, see: (a) Hombrecher, H. K.; Horter, G. Synthesis 1990, 389-391. (b) Barton, D. H. R.; Kervagoret, J.; Zard, S. Z. Tetrahedron 1990, 46, 7587-7598. (c) La Porta, P.; Capuzzi, L.; Bettarini, F. Synthesis 1994, 287-290. (d) Leroy, J.; Wakselman, C. Tetrahedron Lett. 1994, 35, 8605-8608. (e) Boëlle, J.; Schneider, R.; Gérardin, P.; Loubinoux, B. Synthesis 1997, 1451-1456. (f) Selic, L.; Stanovnik, B. Helv. Chim. Acta 1998, 81, 1634-1639. (g) Abel, Y.; Haake, E.; Haake, G.; Schmidt, W.; Struve, D.; Walter, A.; Montforts, F.-P. Helv. Chim. Acta 1998, 81, 1978-1996. (h) Gupton, J. T.; Krumpe, K. E.; Burnham, B. S.; Dwornik, K. A.; Petrich, S. A.; Du, K. X.; Bruce, M. A.; Vu, P.; Vargas, M.; Keertikar, K. M.; Hosein, K. N.; Jones, C. R.; Sikorski, J. A. Tetrahedron 1998, 54, 5075-5088. (i) Uno, H.; Tanaka, M.; Inoue, T.; Ono, N. Synthesis 1999, 471-474. (j) Selic, L.; Stanovnik, B. Synthesis 1999, 479-482. (k) Fumoto, Y.; Eguchi, T.; Uno, H.; Ono, N. J. Org. Chem. 1999, 64, 6518-6521. (l) Leung, S. H.; Edington, D. G.; Griffith, T. E.; James, J. J. Tetrahedron Lett. 1999, 40, 7189-7191.
- (1994) Synthesis , pp. 287-290
- La Porta, P.¹ Capuzzi, L.² Bettarini, F.³

35
- 0028034079
- For some representative syntheses of alkyl 3,4-disubstituted- 1H-pyrrole-1-carboxylates, see: (a) Hombrecher, H. K.; Horter, G. Synthesis 1990, 389-391. (b) Barton, D. H. R.; Kervagoret, J.; Zard, S. Z. Tetrahedron 1990, 46, 7587-7598. (c) La Porta, P.; Capuzzi, L.; Bettarini, F. Synthesis 1994, 287-290. (d) Leroy, J.; Wakselman, C. Tetrahedron Lett. 1994, 35, 8605-8608. (e) Boëlle, J.; Schneider, R.; Gérardin, P.; Loubinoux, B. Synthesis 1997, 1451-1456. (f) Selic, L.; Stanovnik, B. Helv. Chim. Acta 1998, 81, 1634-1639. (g) Abel, Y.; Haake, E.; Haake, G.; Schmidt, W.; Struve, D.; Walter, A.; Montforts, F.-P. Helv. Chim. Acta 1998, 81, 1978-1996. (h) Gupton, J. T.; Krumpe, K. E.; Burnham, B. S.; Dwornik, K. A.; Petrich, S. A.; Du, K. X.; Bruce, M. A.; Vu, P.; Vargas, M.; Keertikar, K. M.; Hosein, K. N.; Jones, C. R.; Sikorski, J. A. Tetrahedron 1998, 54, 5075-5088. (i) Uno, H.; Tanaka, M.; Inoue, T.; Ono, N. Synthesis 1999, 471-474. (j) Selic, L.; Stanovnik, B. Synthesis 1999, 479-482. (k) Fumoto, Y.; Eguchi, T.; Uno, H.; Ono, N. J. Org. Chem. 1999, 64, 6518-6521. (l) Leung, S. H.; Edington, D. G.; Griffith, T. E.; James, J. J. Tetrahedron Lett. 1999, 40, 7189-7191.
- (1994) Tetrahedron Lett. , vol.35 , pp. 8605-8608
- Leroy, J.¹ Wakselman, C.²

36
- 0031435225
- For some representative syntheses of alkyl 3,4-disubstituted- 1H-pyrrole-1-carboxylates, see: (a) Hombrecher, H. K.; Horter, G. Synthesis 1990, 389-391. (b) Barton, D. H. R.; Kervagoret, J.; Zard, S. Z. Tetrahedron 1990, 46, 7587-7598. (c) La Porta, P.; Capuzzi, L.; Bettarini, F. Synthesis 1994, 287-290. (d) Leroy, J.; Wakselman, C. Tetrahedron Lett. 1994, 35, 8605-8608. (e) Boëlle, J.; Schneider, R.; Gérardin, P.; Loubinoux, B. Synthesis 1997, 1451-1456. (f) Selic, L.; Stanovnik, B. Helv. Chim. Acta 1998, 81, 1634-1639. (g) Abel, Y.; Haake, E.; Haake, G.; Schmidt, W.; Struve, D.; Walter, A.; Montforts, F.-P. Helv. Chim. Acta 1998, 81, 1978-1996. (h) Gupton, J. T.; Krumpe, K. E.; Burnham, B. S.; Dwornik, K. A.; Petrich, S. A.; Du, K. X.; Bruce, M. A.; Vu, P.; Vargas, M.; Keertikar, K. M.; Hosein, K. N.; Jones, C. R.; Sikorski, J. A. Tetrahedron 1998, 54, 5075-5088. (i) Uno, H.; Tanaka, M.; Inoue, T.; Ono, N. Synthesis 1999, 471-474. (j) Selic, L.; Stanovnik, B. Synthesis 1999, 479-482. (k) Fumoto, Y.; Eguchi, T.; Uno, H.; Ono, N. J. Org. Chem. 1999, 64, 6518-6521. (l) Leung, S. H.; Edington, D. G.; Griffith, T. E.; James, J. J. Tetrahedron Lett. 1999, 40, 7189-7191.
- (1997) Synthesis , pp. 1451-1456
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37
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38
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- For some representative syntheses of alkyl 3,4-disubstituted- 1H-pyrrole-1-carboxylates, see: (a) Hombrecher, H. K.; Horter, G. Synthesis 1990, 389-391. (b) Barton, D. H. R.; Kervagoret, J.; Zard, S. Z. Tetrahedron 1990, 46, 7587-7598. (c) La Porta, P.; Capuzzi, L.; Bettarini, F. Synthesis 1994, 287-290. (d) Leroy, J.; Wakselman, C. Tetrahedron Lett. 1994, 35, 8605-8608. (e) Boëlle, J.; Schneider, R.; Gérardin, P.; Loubinoux, B. Synthesis 1997, 1451-1456. (f) Selic, L.; Stanovnik, B. Helv. Chim. Acta 1998, 81, 1634-1639. (g) Abel, Y.; Haake, E.; Haake, G.; Schmidt, W.; Struve, D.; Walter, A.; Montforts, F.-P. Helv. Chim. Acta 1998, 81, 1978-1996. (h) Gupton, J. T.; Krumpe, K. E.; Burnham, B. S.; Dwornik, K. A.; Petrich, S. A.; Du, K. X.; Bruce, M. A.; Vu, P.; Vargas, M.; Keertikar, K. M.; Hosein, K. N.; Jones, C. R.; Sikorski, J. A. Tetrahedron 1998, 54, 5075-5088. (i) Uno, H.; Tanaka, M.; Inoue, T.; Ono, N. Synthesis 1999, 471-474. (j) Selic, L.; Stanovnik, B. Synthesis 1999, 479-482. (k) Fumoto, Y.; Eguchi, T.; Uno, H.; Ono, N. J. Org. Chem. 1999, 64, 6518-6521. (l) Leung, S. H.; Edington, D. G.; Griffith, T. E.; James, J. J. Tetrahedron Lett. 1999, 40, 7189-7191.
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39
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40
- 0032986698
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41
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42
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