Use of 9-anthrylcarbinol derivatives as chiral auxiliaries in asymmetric Diels-Alder reaction

Anne Carrière; Albert Virgili

doi:10.1016/0957-4166(95)00439-4

Use of 9-anthrylcarbinol derivatives as chiral auxiliaries in asymmetric Diels-Alder reaction

Anne Carrière, Albert Virgili

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

14 Citations (Scopus)

Abstract

The Diels-Alder reaction of the acrylates derived from 9-anthrylcarbinol, bearing various substituents, with cyclopentadiene, is studied under several conditions, in the absence or the presence of a Lewis acid. The ratio of cycloadducts depends on the reaction conditions and a satisfactory diastereomeric excess was obtained in the catalyzed reactions.

Original language	English
Pages (from-to)	227-230
Journal	Tetrahedron Asymmetry
Volume	7
Issue number	1
DOIs	https://doi.org/10.1016/0957-4166(95)00439-4
Publication status	Published - 1 Jan 1996

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title = "Use of 9-anthrylcarbinol derivatives as chiral auxiliaries in asymmetric Diels-Alder reaction",

abstract = "The Diels-Alder reaction of the acrylates derived from 9-anthrylcarbinol, bearing various substituents, with cyclopentadiene, is studied under several conditions, in the absence or the presence of a Lewis acid. The ratio of cycloadducts depends on the reaction conditions and a satisfactory diastereomeric excess was obtained in the catalyzed reactions.",

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AU - Carrière, Anne

AU - Virgili, Albert

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N2 - The Diels-Alder reaction of the acrylates derived from 9-anthrylcarbinol, bearing various substituents, with cyclopentadiene, is studied under several conditions, in the absence or the presence of a Lewis acid. The ratio of cycloadducts depends on the reaction conditions and a satisfactory diastereomeric excess was obtained in the catalyzed reactions.

AB - The Diels-Alder reaction of the acrylates derived from 9-anthrylcarbinol, bearing various substituents, with cyclopentadiene, is studied under several conditions, in the absence or the presence of a Lewis acid. The ratio of cycloadducts depends on the reaction conditions and a satisfactory diastereomeric excess was obtained in the catalyzed reactions.

U2 - 10.1016/0957-4166(95)00439-4

DO - 10.1016/0957-4166(95)00439-4

M3 - Article

VL - 7

SP - 227

EP - 230

IS - 1

ER -

Use of 9-anthrylcarbinol derivatives as chiral auxiliaries in asymmetric Diels-Alder reaction

Abstract

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