Volume 27, Issue 23
Preparative Organic Chemistry
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ChemInform Abstract: Stereoselectivity of Nitrone Addition to (R)-4-O-Benzyl-4-hydroxy-2- penten-5-olide.

L. FISERA

L. FISERA

Dep. Org. Chem., Slovak Tech. Univ., SK-812 37 Bratislava, Slovakia

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V. JAEGER

V. JAEGER

Dep. Org. Chem., Slovak Tech. Univ., SK-812 37 Bratislava, Slovakia

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L. JAROSKOVA

L. JAROSKOVA

Dep. Org. Chem., Slovak Tech. Univ., SK-812 37 Bratislava, Slovakia

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J. KUBAN

J. KUBAN

Dep. Org. Chem., Slovak Tech. Univ., SK-812 37 Bratislava, Slovakia

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V. ONDRUS

V. ONDRUS

Dep. Org. Chem., Slovak Tech. Univ., SK-812 37 Bratislava, Slovakia

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First published: June 4, 1996

Abstract

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ChemInform Abstract

The reaction of the optically active title lactone (I) with achiral as well as chiral nitrones results in the regioselective formation of two diastereomeric isoxazolidines. In all cases studied, N-methylnitrones react with higher diastereoselectivity than the corresponding N-phenyl analogues.

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