Total syntheses of the proposed structures of cuevaene a

Tetrahedron Letters

Volumn 51, Issue 35, 2010, Pages 4655-4657

  Chen, Yunxiu ^a   Huang, Jianfeng ^a   Liu, Bo ^a,b  

^a China   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

Cascade; Cuevaene A; Natural product; Total synthesis

Indexed keywords

CUEVAENE A; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR OVERHAUSER EFFECT; ONE POT SYNTHESIS; OXIDATION REDUCTION REACTION; QUANTUM YIELD; REACTION ANALYSIS; STEREOCHEMISTRY; STEREOISOMERISM; WITTIG REACTION;

EID: 77955663586     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.06.133     Document Type: Article

References (12)

1. B. Schlegel, I. Groth, and U. Gräfe J. Antibiot. 53 2000 415 417
2. K. Motohashi, J.-H. Hwang, Y. Sekido, M. Takagi, and K. Shin-ya Org. Lett. 11 2009 285 288
3. D.L.J. Clive, C.G. Russell, and S.C. Suri J. Org. Chem. 47 1982 1632 1641
4. T.K. Jones, and S.E. Denmark J. Org. Chem. 50 1985 4037 4045
5. F.A.J. Kerdesky, S.P. Schmidt, J.H. Holms, R.D. Dyer, G.W. Carter, and D.W. Brooks J. Med. Chem. 30 1987 1177 1186
6. V.G. Saraswathy, and S. Sankararaman J. Org. Chem. 60 1995 5024 5028
7. K.A. Scheidt, T.D. Bannister, A. Tasaka, M.D. Wendt, B.M. Savall, G.J. Fegley, and W.R. Roush J. Am. Chem. Soc. 124 2002 6981 6990
8. See Supplementary data for the details please.
9. A. Alexakis, E. Vrancken, and P. Mangeney Synlett 11 1998 1165 1167
10. J.M. Wagner, C.J. McElhinny Jr., A.H. Lewin, and F.I. Carroll Tetrahedron: Asymmetry 14 2003 2119 2125
11. Direct introducing a formyl group seems straightforward, making the synthesis more concise; however, the formation of the benzofuran proved problematic only in 14% yield.
12. A. Srikrishna, and P.C. Ravikumar Tetrahedron Lett. 46 2005 6105 6109