Nucleophilic Partners in the Tandem Conjugate Addition-Dieckmann Condensation Reaction: 1. Synthesis of 1,2,3-Trisubstituted Naphthalenes

Journal of Organic Chemistry

Volumn 69, Issue 3, 2004, Pages 991-992

  Martinez, Aaron D ^a   Deville, Jay P ^a   Stevens, Joel L ^a   Behar, Victor ^a  

^a RICE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CONDENSATION REACTIONS; INITIATORS (CHEMICAL);

NECLEOPHILIC PARTNERS;

ORGANIC COMPOUNDS;

CARBENE; COPPER DERIVATIVE; ION; NAPHTHALENE DERIVATIVE; ORGANOCUPRATE; ORGANOMETALLIC COMPOUND; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CONJUGATE; DIECKMANN REACTION; NUCLEOPHILE; REACTION ANALYSIS; SYNTHESIS; TANDEM CONJUGATE ADDITION REACTION; TECHNIQUE;

EID: 0842264092     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035342c     Document Type: Article

References (25)

1. Little, R. D.; Dawson, J. R. Tetrahedron Lett. 1980, 21, 2609-2612.
2. Bunce, R. A. Tetrahedron 1995, 51, 13103-13159.
3. Amputch, M. A.; Matamoros, R.; Little, R. D. Tetrahedron 1994, 50, 5591-5614.
4. Tietze, L. F.; Beifuss, U. Angew. Chem., Int. Ed. Engl. 1993, 32, 131-163.
5. Posner, G. H. Chem. Rev. 1986, 86, 831-844.
6. Kozhinov, D.; Behar, V. J. Org. Chem. 2003, in press.
7. Deville, J. P.; Behar, V. Org. Lett. 2002, 4, 1403.
8. Bloomer, J. L.; Stagliano, K. W.; Gazzillo, J. A. J. Org. Chem. 1993, 58, 7906.
9. Makra, F.; Rohloff, J. C.; Muehldorf, A. V.; Link, J. O. Tetrahedron Lett. 1995, 36, 6815.
10. Paczkowski, R.; Maichle-Moessmer, C.; Maier, M. E. Org. Lett. 2000, 2, 3967.
11. Palomo, C.; Oiarbide, M.; Lopez, R.; Gomez-Bengoa, E. Chem. Commun. 1998, 2091.
12. Sarin, G. S. Tetrahedron Lett. 1993, 34, 6309-6312.
13. Chiu, P.; Li, Z.; Fung, K. C. M. Tetrahedron Lett. 2002, 44, 455.
14. Shenglof, M.; Gelman, D.; Heymer, B.; Schumann, H.; Molander, G. A.; Blum, J. Synthesis 2003, 302-306.
15. Hanamoto, T.; Handa, K.; Mido, T. Bull. Chem. Soc. Jpn. 2002, 75, 2497-2502.
16. Wang, J.-Q.; Harvey, R. G. Tetrahedron 2002, 58, 5927-5931.
17. Han, J. W.; Tokunaga, N.; Hayashi, T. Synlett 2002, 871-874.
18. Molander, G. A.; Yun, C.-S. Tetrahedron 2002, 58, 1465-1470.
19. Rao, M. L. N.; Yamazaki, O.; Shimada, S.; Tanaka, T.; Suzuki, Y.; Tanaka, M. Org. Lett. 2001, 3, 4103-4105.
20. Blum, J.; Katz, J. A.; Jaber, N.; Michman, M.; Schumann, H.; Schutte, S. ; Kaufmann, J.; Wassermann, B. C. J. Mol. Catal. 2001, 165, 97-102.
21. Garcia Martinez, A.; Osio Bareina, J.; del Rosario Colorado Heras, M.; de Fresno Cerezo, A. Organometallics 2001, 20, 1020-1023.
22. (a) Yao, M.-L.; Deng, M.-Z. Synthesis 2000, 1095-1100.
23. (b) Bolm, C.; Hildebrand, J. P.; Rudolph, J. Synthesis 2000, 911-913.
24. Dexter, C. S.; Jackson, R. F. W.; Elliott, J. Tetrahedron 2000, 56, 4539-4540.
25. Littke, A. F.; Dai, C.; Fu, G. C. J. Am. Chem. Soc. 2000, 122, 4020-4028.