期刊
INORGANICA CHIMICA ACTA
卷 363, 期 7, 页码 1523-1528出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.ica.2010.01.017
关键词
Alcohol; Phenol; Tetrahydropyranyl ether; 3,4-Dihydro-2H-pyran; High-valen tin(IV) porphyrin
资金
- Center of Excellence of Chemistry of University of Isfahan (CECUI)
In this paper, rapid and highly efficient tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) in the presence of catalytic amounts of high-valent tin (IV) tetraphenylporphyrinato trifluoromethanesufonate, [Sn-IV(TPP)(OTf)(2)] is reported. In this catalytic system, primary, secondary and tertiary alcohols as well as phenols were converted to their corresponding tetrahydropyranyl ethers (THP-ethers) in excellent yields and short reaction times at room temperature. It is noteworthy that this method can be used for chemoselective tetrahydropyranylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times in the protection reactions without loss of its catalytic activity. (C) 2010 Elsevier B.V. All rights reserved.
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