Volume 22, Issue 15
Heterocyclic Compounds
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ChemInform Abstract: Asymmetric Diels-Alder Cycloadditions with C2-Symmetrical Chiral Carbamoylnitroso Dienophiles.

A. DEFOIN

A. DEFOIN

Ec. Natl. Super. Chim., Univ. Haute-Alsace, F-68093 Mulhouse, Fr.

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A. BROUILLARD-POICHET

A. BROUILLARD-POICHET

Ec. Natl. Super. Chim., Univ. Haute-Alsace, F-68093 Mulhouse, Fr.

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J. STREITH

J. STREITH

Ec. Natl. Super. Chim., Univ. Haute-Alsace, F-68093 Mulhouse, Fr.

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First published: April 16, 1991

Abstract

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ChemInform Abstract

The chiral pyrrolidine derivatives (I) and (IV) of opposite chirality are transformed in situ into the corresponding nitrosocarbonyl derivatives, which undergo hetero-Diels-Alder reaction with cyclohexadiene (II) and form with excellent stereoselectivity the adducts (III) and (IV), which are also of opposite chirality.

chemical structure image

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