Volume 27, Issue 16
Isocyclic Compounds
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ChemInform Abstract: Enantiocomplementary Routes to 6-Oxygenated (2Z,4E)-Alkadiene Precursors via Diastereoselective Reduction of 2-Cyclobuten-1-yl Ketones.

K. J. HODGETTS

K. J. HODGETTS

Dep. Chem. Appl. Chem., Univ. Salford, Salford M5 4WT, UK

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C. J. WALLIS

C. J. WALLIS

Dep. Chem. Appl. Chem., Univ. Salford, Salford M5 4WT, UK

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T. W. WALLACE

T. W. WALLACE

Dep. Chem. Appl. Chem., Univ. Salford, Salford M5 4WT, UK

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First published: April 16, 1996

Abstract

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ChemInform Abstract

The ketone (I) and the hydroxy analogue are reduced with a series of hydride reagents in order to get alcohol products of type (II)/(III) with high diastereoselectivity. The best result is obtained for (I) in the presence of LiAlH(O-tBu)3. The products are precursors of (2Z, 4E)-alkadienals, suitable synthons for biologically active molecules.

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