A method for effectively favouring 5-endo- over 5-exo-cyclisations

Tetrahedron Letters

Volumn 39, Issue 48, 1998, Pages 8909-8910

  Knight, David W ^a   Redfern, Adele L ^a   Gilmore, Jeremy ^b  

^a CARDIFF UNIVERSITY   (United Kingdom)

^b ELI LILLY AND COMPANY   (United States)

Author keywords

5 endo trig; Iodocyclisation; Prolines; Pyrrolidines; Stereocontrol

Indexed keywords

FURAN DERIVATIVE; HETEROCYCLIC COMPOUND; PYRROLIDINE DERIVATIVE; SULFONAMIDE;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; CYCLIZATION; ISOMERISM; OXIDATION; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

EID: 0032569873     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01948-0     Document Type: Article

References (8)

1. 1. Jones, A. D.; Knight, D. W. Chem. Commun., 1996, 915.
2. 2. Baldwin, J. E. J. Chem. Soc., Chem. Commun., 1975, 734, 738.
3. 3. Lipshutz, B. H.; Gross, T. J. Org. Chem., 1995, 60, 3572; Andrey, O.; Ducry, L.; Landais, Y.; Planchenault, D.; Weber, V. Tetrahedron, 1997, 53, 4339; Chibale, K.; Warren, S. J. Chem. Soc., Perkin Trans. I, 1996, 1935; Barks, J. M.; Knight, D. W.; Seaman, C. J.; Weingarten, G. G. Tetrahedron Lett., 1994, 35, 7239, and references cited therein.
4. 3. Lipshutz, B. H.; Gross, T. J. Org. Chem., 1995, 60, 3572; Andrey, O.; Ducry, L.; Landais, Y.; Planchenault, D.; Weber, V. Tetrahedron, 1997, 53, 4339; Chibale, K.; Warren, S. J. Chem. Soc., Perkin Trans. I, 1996, 1935; Barks, J. M.; Knight, D. W.; Seaman, C. J.; Weingarten, G. G. Tetrahedron Lett., 1994, 35, 7239, and references cited therein.
5. 3. Lipshutz, B. H.; Gross, T. J. Org. Chem., 1995, 60, 3572; Andrey, O.; Ducry, L.; Landais, Y.; Planchenault, D.; Weber, V. Tetrahedron, 1997, 53, 4339; Chibale, K.; Warren, S. J. Chem. Soc., Perkin Trans. I, 1996, 1935; Barks, J. M.; Knight, D. W.; Seaman, C. J.; Weingarten, G. G. Tetrahedron Lett., 1994, 35, 7239, and references cited therein.
6. 3. Lipshutz, B. H.; Gross, T. J. Org. Chem., 1995, 60, 3572; Andrey, O.; Ducry, L.; Landais, Y.; Planchenault, D.; Weber, V. Tetrahedron, 1997, 53, 4339; Chibale, K.; Warren, S. J. Chem. Soc., Perkin Trans. I, 1996, 1935; Barks, J. M.; Knight, D. W.; Seaman, C. J.; Weingarten, G. G. Tetrahedron Lett., 1994, 35, 7239, and references cited therein.
7. 4. Knight, D. W.; Redfern, A. L.; Gilmore, J. Synlett., 1998, 731.
8. 5. Cf. Kang, S. H.; Lee, S. B. Tetrahedron Lett., 1993, 34, 1955 and 7579.