(2+2) Cycloaddition reaction of alkyl enol ethers with acrylates by in situ generated silyl triflic imide catalyst

Chemical and Pharmaceutical Bulletin

Volumn 56, Issue 8, 2008, Pages 1205-1206

  Takasu, Kiyosei ^a,b   Miyakawa, Yuta ^b   Ihara, Masataka ^b,c   Tokuyama, Hidetoshi ^b  

^a KYOTO UNIVERSITY   (Japan)

^b TOHOKU UNIVERSITY   (Japan)

^c HOSHI UNIVERSITY   (Japan)

Author keywords

(2+2) cycloaddition; Cyclobutane; Silane; Triflic imide

Indexed keywords

ACRYLIC ACID DERIVATIVE; CYCLOBUTANE; ETHER DERIVATIVE; IMIDE; SILANE; TRIETHYLSILYL TRIFLIC IMIDE;

ARTICLE; CATALYST; CHEMICAL STRUCTURE; CYCLOADDITION; REDUCTION; STEREOCHEMISTRY;

ACRYLATES; CATALYSIS; ETHER, ETHYL; ETHERS; IMIDES; KETONES; SILANES;

EID: 48849093314     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.56.1205     Document Type: Article

References (15)

1. Baldwin J. E., "Comprehensive Organic Synthesis," Vol. 5, ed. by Trost B. M., Fleming I., Pergamon Press, Oxford, 1991, pp. 63-84.
2. Crimmins M. T., "Comprehensive Organic Synthesis," Vol. 5, ed. by Trost B. M., Fleming I., Pergamon Press, Oxford, 1991, pp. 123-150.
3. Lee-Ruff E., Mladenova G., Chem. Rev., 103, 1449-1483 (2003).
4. Takasu K., Ueno M., Inanaga K., Ihara M., J. Org. Chem., 69, 517-521 (2004).
5. Takasu K., Nagao S., Ueno M., Ihara M., Tetrahedron, 60, 2071-2078 (2004).
6. Inanaga K., Takasu K., Ihara M., J. Am. Chem. Soc., 126, 1352-1353 (2004).
7. Canales E., Corey E. J., J. Am. Chem. Soc., 129, 12686-12687 (2007).
8. Inanaga K., Takasu K., Ihara M., J. Am. Chem. Soc., 127, 3669-3670 (2005).
9. Takasu K., Ishii T., Inanaga K., Ihara M., Org. Synth., 83, 193-199 (2006).
10. Mathieu B., Ghosez L., Tetrahedron Lett., 38, 5497-5500 (1997).
11. Mathieu B., Ghosez L., Tetrahedron, 58, 8219-8226 (2002).
12. Ishihara K., Hiraiwa Y., Yamamoto H., Synlett, 2001, 1851-1854 (2001).
13. Boxer M. B., Yamamoto H., J. Am. Chem. Soc., 128, 48-49 (2006).
14. Takasu K., Hosokawa N., Inanaga K., Ihara M., Tetrahedron Lett., 47, 6053-6056 (2006).
15. Mikami K., Jpn. Kokai Tokkyo Koho, JP 10330293 (1988) [Chem. Abstr., 130, 81199].