Asymmetric Diels—Alder Reactions Catalyzed by a Chiral Iron Lewis Acid

Kundig, Ernst Peter; Bourdin, Bernadette; Bernardinelli, Gérald Hugues

doi:10.1002/anie.199418561

Scientific article

English

Asymmetric Diels—Alder Reactions Catalyzed by a Chiral Iron Lewis Acid

ContributorsKundig, Ernst Peter; Bourdin, Bernadette; Bernardinelli, Gérald Hugues

Published inAngewandte Chemie. International edition in English, vol. 33, no. 18, p. 1856-1858

Publication date1994

Abstract

A substitute for the CO ligand in the form of an electron-poor, chiral phosphorus ligand can be used to synthesize efficient transition-metal catalysts for asymmetric Diels - Alder reactions. In the presence of 2, for example, a-bromoacrolein reacts with cyclohexadiene to form 1 in > 99% ee.

NoteParu également dans Angewandte Chemie sous le titre:"Durch eine chirale Eisen-Lewis-Säure katalysierte asymmetrische Diels-Alder-Reaktionen" en 1994, 106(18), 1931-1934

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

KUNDIG, Ernst Peter, BOURDIN, Bernadette, BERNARDINELLI, Gérald Hugues. Asymmetric Diels—Alder Reactions Catalyzed by a Chiral Iron Lewis Acid. In: Angewandte Chemie. International edition in English, 1994, vol. 33, n° 18, p. 1856–1858. doi: 10.1002/anie.199418561

Identifiers

PID : unige:6664
DOI : 10.1002/anie.199418561

Journal ISSN0570-0833

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Asymmetric Diels—Alder Reactions Catalyzed by a Chiral Iron Lewis Acid

A substitute for the CO ligand in the form of an electron-poor, chiral phosphorus ligand can be used to synthesize efficient transition-metal catalysts for asymmetric Diels - Alder reactions. In the presence of 2, for example, a-bromoacrolein reacts with cyclohexadiene to form 1 in > 99% ee.

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