Gold(I)-catalyzed synthesis of dihydrobenzofurans from aryl allyl ethers

Synlett

Volumn , Issue 8, 2006, Pages 1278-1280

  Reich, Nicholas W ^a   Yang, Cai Guang ^a   Shi, Zhangjie ^a,b   He, Chuan ^a  

^a UNIVERSITY OF CHICAGO   (United States)

^b PEKING UNIVERSITY   (China)

Author keywords

Alkenes; Claisen rearrangement; Cyclization; Gold; Homogeneous catalysis

Indexed keywords

5 TERT BUTYL 2,3 DIHYDRO 2 METHYLBENZOFURAN; 7 BROMO 1,2 DIHYDRO 2 METHYLNAPHTHO[2,1 B]FURAN; ALLYL COMPOUND; DIHYDROBENZOFURAN DERIVATIVE; ETHER DERIVATIVE; GOLD; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CLAISEN REARRANGEMENT; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; TEMPERATURE SENSITIVITY;

EID: 33744486326     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-932491     Document Type: Article

References (20)

1. For a recent review: Castro, A. M. M. Chem. Rev. 2004, 104, 2939.
2. Hiersemann, M.; Abraham, L. Eur. J. Org. Chem. 2002, 1461.
3. (a) Kim, K. M.; Kim, H. R.; Ryu, E. K. Heterocycles 1993, 36, 497.
4. (b) Grant, V. H.; Liu, B. Tetrahedron Lett. 2005, 46, 1237.
5. (c) Zulfiqar, F.; Kitazume, T. Green Chem. 2000, 2, 296.
6. (d) Bernard, A. M.; Cocco, M. T.; Onnis, V.; Piras, P. P. Synthesis 1997, 41.
7. (a) Shi, Z.; He, C. J. Am. Chem. Soc. 2004, 126, 5964.
8. (b) Shi, Z.; He, C. J. Org. Chem. 2004, 69, 3669.
9. (c) Shi, Z.; He, C. J. Am. Chem. Soc. 2004, 126, 13596.
10. Yang, C.-G.; He, C. J. Am. Chem. Soc. 2005, 127, 6966.
11. Sromek, A. K.; Rubina, M.; Gevorgyan, V. J. Am. Chem. Soc. 2005, 127, 10500.
12. Recent reviews: (a) Hashmi, A. S. K. Angew. Chem. Int. Ed. 2005, 44, 6990.
13. (b) Hoffmann-Röder, A.; Krause, N. Org. Biomol. Chem. 2005, 3, 387.
14. (c) Arcadi, A.; Di Giuseppe, S. Curr. Org. Chem. 2004, 8, 795.
15. (d) De Vos, D. E.; Sels, B. F. Angew. Chem. Int. Ed. 2005, 44, 30.
16. Selected recent examples: (a) Sherry, B. D.; Toste, F. D. J. Am. Chem. Soc. 2004, 126, 15978.
17. (b) Zhang, L.; Kozmin, S. A. J. Am. Chem. Soc. 2005, 127, 6962.
18. (c) Yao, Y.; Zhang, X.; Larock, R. C. J. Am. Chem. Soc. 2004, 126, 11164.
19. (d) Nieto-Oberhuber, C.; Paz Muñoz, M.; Buñuel, E.; Nevado, C.; Cárdenas, D. J.; Echavarren, A. M. Angew. Chem. Int. Ed. 2004, 43, 2402.
20. (e) Mamane, V.; Gress, T.; Krause, H.; Fürstner, A. J. Am. Chem. Soc. 2004, 126, 8654.