Volume 29, Issue 1
Preparative Organic Chemistry
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ChemInform Abstract: Yb(OTf)3 Catalyzed Allylation of the Hydrates of α-Keto Aldehydes and Glyoxylates with Allylsilane.

Y. YANG

Y. YANG

Inst. Chem., Acad. Sin., Beijing 100080, Peop. Rep. China

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M. WANG

M. WANG

Inst. Chem., Acad. Sin., Beijing 100080, Peop. Rep. China

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WANG D. WANG D.

WANG D. WANG D.

Inst. Chem., Acad. Sin., Beijing 100080, Peop. Rep. China

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First published: 24 June 2010

Abstract

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ChemInform Abstract

Yb(OTf)3 is a novel mild catalyst for the allylation with allylsilanes, e.g. (II) and (VII), which is tolerant to substrates with active protons. In the case of (VII) the chiral group on silicon participates in the stereocontrol of the allylation reaction. This is different from the TiCl4, AlCl3 or BF3 promoted allylation of compound (V) with (VII).

chemical structure image

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