Volume 22, Issue 39
Heterocyclic Compounds
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ChemInform Abstract: Stereocontrolled Oxazolidinone Formation by the Addition of 4,5-Disubstituted Iminodioxolane to Oxirane via a Spiro Compound.

A. BABA

A. BABA

Dep. Chem., Fac. Eng., Kansai Univ., Suita, Osaka 564, Japan

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K. SEKI

K. SEKI

Dep. Chem., Fac. Eng., Kansai Univ., Suita, Osaka 564, Japan

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H. MATSUDA

H. MATSUDA

Dep. Chem., Fac. Eng., Kansai Univ., Suita, Osaka 564, Japan

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First published: October 1, 1991

Abstract

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ChemInform Abstract

The 2-imino-1,3-dioxolanes (I) react with the oxiranes (II) in the presence of aluminum trichloride to produce the oxazolidinones (IV), together with the oxirane (V). The mechanism is discussed to proceed via the spirocyclic intermediate (III). In one case, namely by reaction of the iminodioxolane (VI) with the oxirane (VII), the spiro compound (VIII) is obtained in good yield.

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