Volume 38, Issue 23 pp. 3540-3542
Communication

Silica-Supported Tantalum Catalysts for Asymmetric Epoxidations of Allyl Alcohols

Damien Meunier

Damien Meunier

Laboratoire de Chimie Organométallique de Surface, CPE-Lyon, 43, Boulevard du 11 Novembre 1918, F-69616 Villeurbanne Cedex, France, Fax: (+33) 4-72-43-17-95

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Arnaud Piechaczyk

Arnaud Piechaczyk

Laboratoire de Chimie Organométallique de Surface, CPE-Lyon, 43, Boulevard du 11 Novembre 1918, F-69616 Villeurbanne Cedex, France, Fax: (+33) 4-72-43-17-95

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Aimery de Mallmann

Aimery de Mallmann

Laboratoire de Chimie Organométallique de Surface, CPE-Lyon, 43, Boulevard du 11 Novembre 1918, F-69616 Villeurbanne Cedex, France, Fax: (+33) 4-72-43-17-95

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Jean-Marie Basset

Jean-Marie Basset

Laboratoire de Chimie Organométallique de Surface, CPE-Lyon, 43, Boulevard du 11 Novembre 1918, F-69616 Villeurbanne Cedex, France, Fax: (+33) 4-72-43-17-95

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Abstract

Tantalum good, titanium bad: This appears to be the case for silica-supported catalysts for the asymmetric epoxidation of allyl alcohols. Complexes such as [SiO−Ta(OEt)4] were prepared from silica and [Ta(=CHCMe3)(CH2CMe3)3], and in the presence of a tartrate and an alkyl hydroperoxide, these surface tantalum compounds lead to efficient and convenient catalysts for the asymmetric epoxidation of 2-propen-1-ol (R=H) and trans-2-hexen-1-ol (R=nPr; see reaction).

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