[(Indenyl)Ru(biphop-F)]+: A Lewis Acid Catalyst That Controls both the Diene and the Dienophile Facial Selectivity in Diels-Alder Reactions

Kundig, Ernst Peter; Saudan, Christophe M.; Alezra, Valérie Camille Viviane; Viton, Florian; Bernardinelli, Gérald Hugues

doi:10.1002/1521-3773(20011203)40:23%3C4481::AID-ANIE4481%3E3.0.CO;2-A

Article scientifique

Anglais

[(Indenyl)Ru(biphop-F)]+: A Lewis Acid Catalyst That Controls both the Diene and the Dienophile Facial Selectivity in Diels-Alder Reactions

Contributeurs/tricesKundig, Ernst Peter; Saudan, Christophe M.; Alezra, Valérie Camille Viviane; Viton, Florian; Bernardinelli, Gérald Hugues

Publié dansAngewandte Chemie, vol. 40, no. 23, p. 4481-4485

Date de publication2001

Résumé

The indenyl roof over the chiral Lewis acid catalyst site of [(indenyl)Ru((S,S)-biphop-F)]+ (see picture) gives rise not only to high enantioselectivities in Diels-Alder reactions between enals and cyclopentadiene but also affects the endo/exo diastereoselectivity. The exo product is formed preferentially even with acrolein.

Mots-clés

Asymmetric catalysis
Cycloaddition
Lewis acids
P ligands
Ruthenium

Structure d'affiliation

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

Citation (format ISO)

KUNDIG, Ernst Peter et al. [(Indenyl)Ru(biphop-F)]+: A Lewis Acid Catalyst That Controls both the Diene and the Dienophile Facial Selectivity in Diels-Alder Reactions. In: Angewandte Chemie, 2001, vol. 40, n° 23, p. 4481–4485. doi: 10.1002/1521-3773(20011203)40:23%3C4481::AID-ANIE4481%3E3.0.CO;2-A

Article

Identifiants

PID : unige:7817
DOI : 10.1002/1521-3773(20011203)40:23%3C4481::AID-ANIE4481%3E3.0.CO;2-A

ISSN du journal1433-7851

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[(Indenyl)Ru(biphop-F)]+: A Lewis Acid Catalyst That Controls both the Diene and the Dienophile Facial Selectivity in Diels-Alder Reactions

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