Asymmetric hetero-Diels-Alder reactions with heterocumulenes

Synlett

Volumn , Issue 9, 1999, Pages 1379-1382

  Elliott, Mark C ^a   Monk, Alexandra E ^a   Kruiswijk, Elbertus ^a   Hibbs, David E ^a   Jenkins, Robert L ^a   Jones, David V ^b  

^a CARDIFF UNIVERSITY   (United Kingdom)

^b GENERAL ELECTRIC COMPANY   (United States)

Author keywords

Diels Alder reactions; Heterocycles; Isocyanates; Ketenes; Piperidines

Indexed keywords

HETEROCUMULENE DERIVATIVE; HETEROCYCLIC COMPOUND; ISOCYANIC ACID DERIVATIVE; KETENE DERIVATIVE; OXAZOLINE DERIVATIVE; PIPERIDINE DERIVATIVE; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; MOLECULAR DYNAMICS; STEREOCHEMISTRY;

EID: 0032875334     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2853     Document Type: Article

References (19)

1. Elliott, M. C.; Kruiswijk, E. Chem. Commun., 1997, 2311; Elliott, M. C.; Hibbs, D. E.; Hughes, D. S.; Hursthouse, M. B.; Kruiswijk, E.; Malik, K. M. A. J. Chem. Cryst., 1998, 28, 663.
2. Elliott, M. C.; Kruiswijk, E. Chem. Commun., 1997, 2311; Elliott, M. C.; Hibbs, D. E.; Hughes, D. S.; Hursthouse, M. B.; Kruiswijk, E.; Malik, K. M. A. J. Chem. Cryst., 1998, 28, 663.
3. Elliott, M. C.; Kruiswijk, E.; Willock, D. J. Tetrahedron Lett., 1998, 39, 8911.
4. Tietze, L.; Kettschau, G. Top. Curr. Chem., 1997, 189, 1.
5. Sakamoto, M; Miyazawa, K.; Kuwabara K.; Tomimatsu, Y. Heterocycles, 1979, 12, 231.
6. Taylor, E. C.; McKillop, A.; Hawks, G. H. Org. Synth. Coll. Vol. VI, 1988, 549.
7. 3).
8. 3).
9. Wehrmeister, H. L. J. Org. Chem., 1962, 27, 4418.
10. Barton, M. A.; Kenner, G. W.; Sheppard, R. C. J. Chem. Soc. C, 1966, 1061.
11. Meyers, A. I.; Whitten, C. E. Heterocycles 1976, 4, 1687;
12. Fantin, G.; Fogagnolo, M.; Medici, A.; Pedrini, P. Heterocycles 1993, 36, 473.
13. C. D. J. Boden, G. Pattenden and T. Ye, Synlett 1995, 417;
14. F. Almqvist, D. Guillaume, S. J. Hultgren and G. R. Marshall, Tetrahedron Lett., 1998, 39, 2293.
15. Meyers, A.I.; Durandetta, J. L.; Munavu, R. J. Org. Chem. 1975, 40, 2025;
16. Meyers, A. I.; Smith, R. K.; Whitten, C. E. J. Org. Chem. 1979, 44, 2250.
17. 3Si).
18. w = 0.2135. The isopropyl groups of the protecting group were heavily disordered. Full data have been deposited with the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK (Fax: (+44) 1223 336033. Email: deposit@ccdc.cam.ac.uk).
19. 3Si).