Efficient catalytic procedure for etherification of alcohols with MeAl(NTf2)2

Heterocycles

Volumn 52, Issue 2, 2000, Pages 575-578

  Ooi, Takashi ^a   Ichikawa, Hayato ^a   Itagaki, Yoshifumi ^a   Maruoka, Keiji ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL ALCOHOL; ETHER;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; STOICHIOMETRY; SYNTHESIS;

EID: 0034143406     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-99-s99     Document Type: Article

References (11)

1. A. W. Williamson, J. Chem. Soc., 1852, 4, 229.
2. N. Baggett, Comprehensive Organic Synthesis, series ed. by D. Barton and W. D. Ollis, vol. ed. by J. F. Stoddart, Pergamon, Oxford, 1979, Vol. 1, p. 799.
3. H, Normant and T. Cuvigny, Bull. Soc. Chim. Fr., 1965, 1866.
4. S. D. Burke, F. J. Schoenen, and M. S. Nair, Tetrahedron Lett., 1987, 28, 4143.
5. L. Bagnell, T. Cablewski, and C. R. Strauss, Chem. Commun., 1999, 283.
6. J. Emert, M. Goldenberg, G. L. Chiu, and A. Valeri, J. Org. Chem., 1977, 42, 2012.
7. I. Noda, K. Horita, Y. Oikawa, and O. Yonemitsu, Tetrahedron Lett., 1986, 27, 1917.
8. S. Kim, K. N. Chung, and S. Yang, J. Org. Chem., 1987, 52, 3917.
9. Only few catalytic procedures for the synthesis of ethers were described in the literature as summarized by Lemaire and co-workers, who reported hydrogenolysis of hemiacetals as an alternative to the Williamson's ether synthesis: V. Bethmont, F. Fache, and M. Lemaire, Tetrahedron Lett., 1995, 36, 4235.
10. 2 was kindly supplied by Central Glass Co. Ltd.
11. For usual protection of alcohols as ethers, see: T. W. Greene and P. G. M. Wuts, Protective Groups in Organic Synthesis, Second ed. John Wiley & Sons, New York, 1991, p. 14.