Volume 27, Issue 23
Preparative Organic Chemistry
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ChemInform Abstract: Synthesis of Some Heterocyclic Spirocompounds.

E. JEDLOVSKA

E. JEDLOVSKA

Dep. Org. Chem., Slovak Tech. Univ., SK-81237 Bratislava, Slovakia

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L. FISERA

L. FISERA

Dep. Org. Chem., Slovak Tech. Univ., SK-81237 Bratislava, Slovakia

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First published: June 4, 1996

Abstract

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ChemInform Abstract

1,3-Dipolar cycloaddition of nitrilimines (II) to the exocyclic double bond of methylenepyrrolidinones such as (I) gives spiropyrazolines ( III) as the single products. Cycloaddition of N-phenylnitrone (IVb) to (I) proceeds with complete regio- and diastereoselectivity furnishing the isoxazolidine (Vb) exclusively. However, attempted cycloaddition of N-methylnitrone (IVa) to (I) fails even under more severe conditions.

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