Palladium catalysed termolecular queuing cascades. Facile cyclisation-anion capture routes to heterocyclic dienes via allene insertion processes

Tetrahedron Letters

Volumn 37, Issue 36, 1996, Pages 6565-6568

  Grigg, Ronald ^a   Savic, Vladimir ^a  

^a UNIVERSITY OF LEEDS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFURAN DERIVATIVE; BENZOXEPIN DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON;

ARTICLE; CATALYSIS; CYCLIZATION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030565516     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01400-1     Document Type: Article

References (17)

1. Tsuji, J.; Mandai, T.; Angew. Chem. Int. Ed. Engl., 1995, 34, 2589-2612.
2. Grigg, R.; Rasul, R.; Redpath, J.; Wilson, D.; Tetrahedron Lett., 1996, 37, 4609-4612.
3. Grigg, R.; J. Heterocyclic Chem., 1994, 31, 631-639;
4. Grigg, R.; Sridharan, V.; Xu, H.-L.; J. Chem. Soc., Chem. Commun., 1995, 1903-1904;
5. Grigg, R.; Xu, H.-L., Tetrahedron Lett., 1996, 37, 4251-4254;
6. Grigg, R.; Sridharan, V.; Terrier, C.; Tetrahedron Lett., 1996, 37, 4221-4224.
7. Cyclisation: Davies, I.W.; Scopes, D.I.C.; Gallagher, T.; Synlett., 1993, 85-87;
8. Walkup, R.D.; Guan, L.; Kim, Y.S.; Kim, S.W.; Tetrahedron Lett., 1995, 36, 3805-3808;
9. Ma, S.; Negishi, E.-I., J. Am. Chem. Soc., 1995, 117, 6345-6357.
10. Cycloaddition: Larock, R.C.; Berrios-Pena, N.G.; Fried, C.A., J. Org. Chem., 1991, 56, 2615-2617;
11. Larock, R.C.; Zenner, J.M.; ibid, J. Org. Chem. 1995, 60, 482-483;
12. Jeschke, T.; Wensbe, D.; Annaby, U.; Gronowitz, S.; Cohen, L.A.; Tetrahedron Lett., 1993, 34, 2823-2826 and 6471-6474.
13. For related examples of palladium catalysed processes allied to 6π-electrocyclisation processes see: Gilchrist, T.L.; Summersell, R.J.; Tetrahedron Lett., 1987, 28, 1469-1472;
14. Gilchrist, T.L.; Healy, M.A.M.; J. Chem. Soc., Perkin 1, 1992, 749-750.
15. Negishi, E.-I; Harring, L.S.; Owczarczyk, Z .; Mohamud, M.M.; Ay, M.; Tetrahedron Lett., 1992, 33, 3253-3256;
16. Trost, B.M.; Shi, Y.; J. Am. Chem. Soc., 1992, 114, 791-792;
17. Parsons, P.J.; Stefinovic, M.; Willis, P.; Meyer, F.; Synlett., 1992, 864-866.