Volume 29, Issue 1
Preparative Organic Chemistry
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ChemInform Abstract: Ester Derived Titanium Enolate Aldol Reaction: Highly Diastereoselective Synthesis of syn- and anti-Aldols.

A. K. GHOSH

A. K. GHOSH

Dep. Chem., Univ. Ill., Chicago, IL 60607, USA

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S. FIDANZE

S. FIDANZE

Dep. Chem., Univ. Ill., Chicago, IL 60607, USA

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M. ONISHI

M. ONISHI

Dep. Chem., Univ. Ill., Chicago, IL 60607, USA

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K. A. HUSSAIN

K. A. HUSSAIN

Dep. Chem., Univ. Ill., Chicago, IL 60607, USA

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First published: 24 June 2010

Abstract

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ChemInform Abstract

Titanium enolates derived from esters (I) undergo aldol reactions with the bidentate aldehydes (II) yielding the adducts (III) with high syn-diastereoselectivities. In contrast, reactions of the monodentate isovaleraldehyde (V) proceed with excellent anti-selectivity.

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