Tetrahedron Letters

Isomerization of allylic silyl ethers catalyzed by ReO 3 (OSiR 3) complexes

S Bellemin-Laponnaz, JP Le Ny, JA Osborn

Index: Bellemin-Laponnaz, Stephane; Le Ny, Jean Pierre; Osborn, John A. Tetrahedron Letters, 2000 , vol. 41, # 10 p. 1549 - 1552

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Citation Number: 40

Abstract

The 1,3-transposition of a hydroxy group on an allyl moiety using a metal oxo catalyst is an important transformation in organic synthesis. The isomerization of allyl alcohols can be catalyzed at high temperatures (ca. 130–200°C) by complexes such as VO(OR) 3 or WO(OR) 4 , or at room temperature by VO(acac) 2 or MoO 2 (acac) 2 when activated by Me 3 SiOOSiMe 3 or MoO 2 X 2 (X=Cl, O t Bu). 1., 2. and 3. Recently, we have reported rhenium(VII) catalysts that are very active at ...