Palladium-catalysed cyclisation and functionalisation of 1,1-diacetoxy- 2,7-diene and 1,1-diacetoxy-2-en-7-yne derivatives

Tetrahedron Letters

Volumn 39, Issue 15, 1998, Pages 2179-2182

  Holzapfel, Cedric W ^a   Marais, Lizel ^a  

^a UNIVERSITY OF JOHANNESBURG   (South Africa)

Author keywords

[No Author keywords available]

Indexed keywords

1,1 DIACETOXY 2 EN 7 YNE DERIVATIVE; 1,1 DIACETOXY 2,7 DIENE DERIVATIVE; ACETOACETIC ACID DERIVATIVE; ALDEHYDE; PALLADIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CYCLIZATION;

EID: 0032499078     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00169-5     Document Type: Article

References (13)

1. 1. Reviews: (a) Oppolzer, W. Angew. Chem. Int. Ed. Engl. 1989, 28, 38-52.
2. (b) Oppolzer, W. In Comprehensive Organic Synthesis; Trost, B.M.; Fleming, I.; Paquette, L.A. Eds.; Pergamon: Oxford, 1991; Vol. 5, Chapter 1.2, p 29-61.
3. (c) Oppolzer, W. Pure Appl. Chem. 1990, 62, 1941-1948.
4. 2 Oppolzer, W.; Ruiz-Montes, J. Helv. Chim. Acta 1993, 76, 1266-1291.
5. 3. (a) Ireland, R.E.; Liu, L. J. Org. Chem. 1993, 58, 2899.
6. (b) Meyer, S.D.; Schreiber, S.L. J. Org. Chem. 1994, 59, 7549-7552.
7. 4. Deka, N.; Kalita, D.J.; Borah, R.; Sarma, J.C. J. Org. Chem. 1997, 62, 1563-1564.
8. 3-allyl)palladium complex: Gómez-Bengoa, E.; Cuerva, J.M.; Echavarren, A.M.; Martorell, G. Angew. Chem. Int. Ed. Engl. 1997, 36, 767-769.
9. +), found 310.1411.
10. +), found 370.1632.
11. 8 Ihle, N.C.; Heathcock, C.H J. Org. Chem. 1993, 58, 560-563.
12. 9. The enyne 19 had previously been subjected to palladium-catalysed cycloisomerisation: Trost, B.M.; Romero, D.L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278.
13. 10. Jiang, H.; Ma, S.; Zhu, G., Lu, X. Tetrahedron 1996, 52, 10945-10954 and cited references.