Tetrabutylammonium peroxydisulfate in organic synthesis; IX: A convenient approach to the synthesis of fused acetal derivatives by tetrabutylammonium peroxydisulfate-mediated oxidative cycloaddition of 1,3-dicarbonyl compounds to cyclic enol ethers

Synthesis

Volumn , Issue 8, 2000, Pages 1091-1094

  Chen, Fen Er ^a   Fu, Han ^a   Meng, Ge ^a   Cheng, Yu ^a   Hu, Ye Li ^b  

^a FUDAN UNIVERSITY   (China)

^b WUHAN INSTITUTE OF TECHNOLOGY   (China)

Author keywords

1,3 Diketones or 1,3 diketoesters; Cyclic enol ethers; Cyclizations; Fused acetals; Oxidative cycloaddition; Tetrabutylammonium peroxydisulfate

Indexed keywords

ACETAL DERIVATIVE; CARBONYL DERIVATIVE; ETHER DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0033912008     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2000-6312     Document Type: Article

References (17)

1. For Part 8, Chen, F. E.; Peng, Z. Z.; Fu, H.; Liu, J. D.; Shao, L. Y. J. Chem. Res.(S) 1999, 726.
2. (a) Castellino, A. J.; Rapoport, H. J. Org. Chem. 1986, 51, 1006.
3. (b) Mc Guire, S. M.; Townsend, C.A. Bioorg. Med. Chem Lett. 1993, 3, 653.
4. Merritt, A. T. and Leg, S. V. Nat. Prod. Rep. Lett. 1992, 243.
5. (a) Nishiyama, S.; Kanai, H.; Yamamura, S. Bull. Chem. Soc. Jpn. 1990, 63, 1332.
6. (b) Tadano, K.; Yamada, H.; Idogaki, Y.; Ogawa, S.; Suami, T. Tetrahedron Lett. 1988, 29, 655.
7. Schreiber, S. L.; Satake, K. J. Am. Chem. Soc. 1984, 106, 4186.
8. Fernandez, M. C.; Esquivel, B.; Cardenas, J.; Sanchez, A. A.; Toscano R. A.; Rodriguez-Hahn, L. Tetrahedron 1991, 47, 7199.
9. Sakakibara, H.; Awata, M.; Satoi, S.; Mutoh, N.; Takada, M.; Hayashi, M. French Patent, 2552950 (1984); Chem. Abstr. 1984, 101, 37205.
10. Mellor, J. M.; Mohammed, S. Tetrahedron 1993, 49, 7557.
11. Pirrung, M. C.; Zhang, J.; Mcphail, A. T. J. Org. Chem. 1991, 56, 6269.
12. Roy, S. C.; Mandal, P. K. Tetrahedron 1996, 52, 12495.
13. (a) Jung, J. C.; Chai, H. C.; Kim, Y. H. Tetrahedron Lett. 1993, 34, 3581.
14. (b) Chen, F. E.; Yang, J. S.; Zhang, H.; Guan, C. S.; Wan, J. L. Synth. Commun. 1995, 25, 3163.
15. Chen, F. E.; Wan, J. Li.; Guan, C. S.; Yang, J. S.; Zhang, H. Synth. Commun. 1996, 26, 253.
16. Chen, F. E.; Liu, A. C.; Yan, Q. J.; Liu, M. X.; Zhang, D. M.; Shao, L. Y. Synth. Commun. 1999, 29,1049.
17. Ansell, M. F.; Thomas, D. A. J. Chem. Soc. 1958, 1163.