Volume 21, Issue 1
Organoelement Compounds
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ChemInform Abstract: Synthesis of Two Useful, Enantiomerically Pure Derivatives of (S)-4-Hydroxy-2-cyclohexenone.

J. E. AUDIA

J. E. AUDIA

Dep. Chem., Yale Univ., New Haven, CT 06511, USA

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L. BOISVERT

L. BOISVERT

Dep. Chem., Yale Univ., New Haven, CT 06511, USA

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A. D. PATTEN

A. D. PATTEN

Dep. Chem., Yale Univ., New Haven, CT 06511, USA

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A. VILLALOBOS

A. VILLALOBOS

Dep. Chem., Yale Univ., New Haven, CT 06511, USA

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S. J. DANISHEFSKY

S. J. DANISHEFSKY

Dep. Chem., Yale Univ., New Haven, CT 06511, USA

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First published: January 2, 1990

Abstract

Oxidation and subsequent dehydration of the triol (I) yield the cyclohexenone (II) which is hydrogenated to give the cyclohexanone (III).

ChemInform Abstract

Oxidation and subsequent dehydration of the triol (I) yield the cyclohexenone (II) which is hydrogenated to give the cyclohexanone (III). From this, the title derivatives (V) and (VII) are prepared via DBU-induced elimination and subsequent protection of the hydroxy group.

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