Transannular [4C+3C]-cycloaddition reactions of oxyallyl cation to furan

Synlett

Volumn , Issue 18, 2010, Pages 2797-2801

  Gung, Benjamin W ^a   Conyers, Ryan ^a  

^a MIAMI UNIVERSITY   (United States)

Author keywords

acyloin reaction; cycloaddition; macrocycle; oxyallyl; transannular

Indexed keywords

CORTISTATIN; DITERPENE; KETONE DERIVATIVE; MACROCYCLIC COMPOUND; RAMESWARALIDE; UNCLASSIFIED DRUG;

ARTICLE; CYCLOADDITION; DIELS ALDER REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; OXIDATION; RING CLOSING METATHESIS; STEREOCHEMISTRY;

EID: 78149282370     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1258993     Document Type: Article

References (29)

1. Takao K, Munakata R, Tadano K, Chem. Rev. 2005 105 4779
2. Takahashi T, Shimizu K, Doi T, Tsuji J, Fukazawa Y, J. Am. Chem. Soc. 1988 110 2674
3. Porco J A. Jr., Schoenen F J., Stout T J., Clardy J, Schreiber S L., J. Am. Chem. Soc. 1990 112 7410
4. Roush W R., Koyama K, Curtin M L., Moriarty K J., [nl]J. Am. Chem. Soc. 1996 118 7502
5. Toro A, Nowak P, Deslongchamps P, J. Am. Chem. Soc. 2000 122 4526
6. Vosburg D A., Vanderwal C D., Sorensen E J., J. Am. Chem. Soc. 2002 124 4552
7. Evans D A., Starr J T., J. Am. Chem. Soc. 2003 125 13531
8. Balskus E P., Jacobsen E N., Science 2007 317 1736
9. Vamos M, Ozboya K, Kobayashi Y, Synlett 2007 1595
10. White J D., Blakemore P R., Korf E A., Yokochi A F. T., Org. Lett. 2001 3 413
11. Tang B C., Bray C D., Pattenden G, Tetrahedron Lett. 2006 47 6401
12. Harmata M, Elomari S, Barnes C L., J. Am. Chem. Soc. 1996 118 2860
13. Foehlisch B, Herter R, Chem. Ber. 1984 117 2580
14. Kende A S., Huang H, Tetrahedron Lett. 1997 38 3353
15. Aoki S, Watanabe Y, Sanagawa M, Setiawan A, Kotoku N, Kobayashi M, J. Am. Chem. Soc. 2006 128 3148
16. Aoki S, Watanabe Y, Tanabe D, Setiawan A, Arai M, Kobayashi M, Tetrahedron Lett. 2007 48 4485
17. Ramesh P, Reddy N S., Venkateswarlu Y, Reddy M V. R., Faulkner D J., Tetrahedron Lett. 1998 39 8217
18. Watanabe Y, Aoki S, Tanabe D, Setiawan A, Kobayashi M, Tetrahedron 2007 63 4074
19. Aoki S, Watanabe Y, Tanabe D, Arai M, Suna H, Miyamoto K, Tsujibo H, Tsujikawa K, Yamamoto H, Kobayashi M, Bioorg. Med. Chem. 2007 15 6758
20. Gung B W., Craft D T., Bailey L N., Kirschbaum K, Chem. Eur. J. 2010 16 639
21. Gung B W., Craft D T., Tetrahedron Lett. 2009 50 2685
22. Craft D T., Gung B W., Tetrahedron Lett. 2008 49 5931
23. Cho S Y., Lee H I., Cha J K., Org. Lett. 2001 3 2891
24. Raghavan S, Rathore K, Tetrahedron 2009 65 10083
25. Ley S V., Norman J, Griffith W P., Marsden S P., Synthesis 1994 639
26. Kraus G A., Taschner M J., J. Org. Chem. 1980 45 1175
27. Ruhlmann K, Synthesis 1971 236
28. Jin S J., Choi J R., Oh J H., Lee D H., Cha J K., J. Am. Chem. Soc. 1995 117 10914
29. Hartung I V., Hoffmann H M. R., Angew. Chem. Int. Ed. 2004 43 1934