Catalytic reductive etherification of ketones with alcohols at ambient hydrogen pressure: A practical, waste-minimized synthesis of dialkyl ethers

Synlett

Volumn , Issue 20, 2006, Pages 3489-3491

  Gooßen, Lukas J ^a   Linder, Christophe ^a  

^a Rheinland Pfälzische Technische Universität Kaiserslautern Landau   (Germany)

Author keywords

Catalysis; Ethers; Hydrogenation; Platinum; Reductive etherification

Indexed keywords

ALCOHOL; ALKYL ETHER; HYDROGEN; KETONE; PLATINUM;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ENVIRONMENT; ETHERIFICATION; PRESSURE; SYNTHESIS;

EID: 33846552498     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-956484     Document Type: Article

References (21)

1. Williamson, A. W. Justus Liebigs Ann. Chem. 1851, 77, 37.
2. (a) March, J. In Advanced Organic Chemistry, 3rd ed.; Wiley: New York, 1992, 386-387.
3. (b) Sweeney, J. B. Gen. Synth. Methods 1992, 14, 138.
4. (c) Meerwein, H. In Houben-Weyl, 4th ed., Vol. VI/3; Müller, E., Ed.; Thieme: Stuttgart, 1965, 24.
5. (d) Freedman, H. H.; Dubois, R. A. Tetrahedron Lett. 1975, 3251.
6. For reviews, see for example: (a) Gomez, S.; Peters, J. A.; Maschmeyer, T. Adv. Synth. Catal. 2002, 344, 1037.
7. (b) Rylander, P. N. In Catalytic Hydrogenation over Platinum Metals; Academic Press: New York, 1967, 291.
8. (a) Verzele, M.; Acke, M.; Anteunis, M. J. Chem. Soc. 1963, 5598.
9. (b) Beckwith, A. L. J.; Gilpin, M. L. J. Chem. Soc., Perkin Trans. 1 1977, 19.
10. Verhoef, M. J.; Creyghton, E. J.; Peters, J. A.; van Bekkum, H. Chem. Commun. 1997, 1989.
11. Bethmont, V.; Fache, F.; Lemaire, M. Tetrahedron Lett. 1995, 4235.
12. Fujii, Y.; Furugaki, H.; Yano, S.; Kita, K. Chem. Lett. 2000, 926.
13. (a) Doyle, M. P.; DeBruyn, D. J.; Kooista, D. A. J. Am. Chem. Soc. 1972, 3659.
14. (b) Nicolaou, K. C.; Hwang, C.-K.; Nugiel, D. A. J. Am. Chem. Soc. 1989, 111, 4136.
15. (c) Wada, M.; Nagayama, S.; Mitzutani, K.; Hiroi, R.; Miyoshi, N. Chem. Lett. 2002, 248.
16. (d) Suzuki, T.; Ohashi, K.; Oriyama, T. Synthesis 1999, 1561.
17. (a) Kato, J.; Iwasawa, N.; Mukaiyama, T. Chem. Lett. 1985, 743.
18. (b) Sassaman, M. B.; Kotian, K. D.; Prakash, G. K. S.; Olah, G. A. J. Org. Chem. 1987, 4314.
19. (c) Hatakeyama, S.; Mori, H.; Kitano, K.; Yamada, H.; Nishizawa, M. Tetrahedron Lett. 1994, 4367.
20. (d) Komatsu, N.; Ishida, J.; Suzuki, H. Tetrahedron Lett. 1997, 7219.
21. (e) Miura, K.; Ootsuka, K.; Suda, S.; Nishikori, H.; Hosomi, A. Synlett 2002, 313.