Stereoselectivity in amidyl radical cyclisations. Acyl mode cyclisations

Tetrahedron Letters

Volumn 39, Issue 33, 1998, Pages 6029-6032

  Clark, Andrew J ^a   Peacock, Joanne L ^a  

^a UNIVERSITY OF WARWICK   (United Kingdom)

Author keywords

Hydroxamic acid derivatives; Pyrrolidinones; Radical reactions; Stereochemistry

Indexed keywords

2 PYRROLIDONE DERIVATIVE; ALKENE; AMIDYL RADICAL; HYDROXAMIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; DIASTEREOISOMER; MOLECULAR MODEL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0032514568     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01189-7     Document Type: Article

References (19)

1. 1. Fossey, J.; Lefort, D.; Sorba, J. Free Radicals in Organic Synthesis. Chichester: Wiley, 1995.
2. 2. Clark, A.J.; Taylor, P.C. Comprehensive Functional Group Transformations. Vol 1 Oxford: Pergamon Press, 1995, 319-377
3. 3. Curran, D.P. Comprehensive Organic Synthesis, Oxford: Pergamon Press, 1991, Vol 4, 716-779.
4. 4. Curran, D.P. Synthesis, 1988, 417
5. 5. Beckwith, A.L.J.; Schiesser, C.H. Tetrahedron. 1985,45, 3925
6. 6. Beckwith, A.L.J.; Easton, C.J.; Lawrence, T.; Serelis, A.K. Aust. J. Chem. 1983, 545
7. 7. Beckwith, A.L.J.; Phillipou, G.; Serelis, A.K. Tetrahedron Lett. 1981, 22, 2811
8. 8. Spellmeyer, D.C.; Houk, K.N. J. Org. Chem. 1987, 52, 959
9. 9. For a review on nitrogen centered radicals see Esker, J.L.; Newcomb, M. Advances in Heterocyclic Chemistry. 1993, 58, 1
10. 10. Clark, A.J.; Peacock, J.L. Tetrahedron Letts. 1998, 39, 1265
11. 11. Boivin, J.; Callier-Dublanchet, A-C.; Quiclet-Sine, B.; Schiano, A.M.; Zard, S.Z. Tetrahedron. 1995, 51, 6517
12. 12. Psiorz, M.; Zinner, G. Synthesis. 1984, 217
13. 13. Takahata, H.; Takamatsu, T.; Yamazaki, T. J. Org. Chem. 1989, 54, 4812
14. 14. Sato, T.; Chono, N.; Ishibashi, H.; Ikeda, M. J. Chem. Soc. Perkin Trans, 1, 1995, 1115
15. 15. Newcomb, M.; Marquardt, D.J.; Deeb, T.M. Tetrahedron, 1990, 46, 2329.
16. 16. Lessard, J.; Griller, D.; Ingold, K.U. J. Am. Chem. Soc. 1980, 102, 3262
17. 17. Sutcliffe, R.; Griller, D.; Lessard, J.; Ingold, K.U. J. Am. Chem. Soc. 1981, 103, 624
18. 18. Mackiewicz, P.; Furtosse, R.; Waegell, B.; Cote, R.; Lessard, J. J. Org. Chem. 1978, 43, 3746
19. 19. Glover, S.A.; Goosen, A,.; McCleland, C.W.; Schoonraad, J.L. J. Chem. Soc. Chem. Commun. 1986, 645