Volume 24, Issue 38
Preparative Organic Chemistry
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ChemInform Abstract: Synthesis of 1-Alkoxy-2,2-dicyanocyclobutanes by High Pressure Promoted Polar (2 + 2)Cycloadditions of Enol Ethers with 1,1- Dicyanoalkenes.

R. W. M. ABEN

R. W. M. ABEN

Dep. Org. Chem., Univ., 6525 ED Nijmegen, Neth.

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J. GOUDRIAAN

J. GOUDRIAAN

Dep. Org. Chem., Univ., 6525 ED Nijmegen, Neth.

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J. M. M. SMITS

J. M. M. SMITS

Dep. Org. Chem., Univ., 6525 ED Nijmegen, Neth.

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H. W. SCHEEREN

H. W. SCHEEREN

Dep. Org. Chem., Univ., 6525 ED Nijmegen, Neth.

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First published: September 21, 1993

Abstract

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ChemInform Abstract

Enol ethers such as (I) undergo (2 + 2)cycloaddition reactions with the dicyanoalkenes (II) under a pressure of 12 kbar to give the cyclobutanes (III) stereoselectively. A mechanism is discussed. (15 examples).

chemical structure image

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