Exploitation of Rh(I)-Rh(III) cycles in enantioselective C-C bond cleavages: access to beta-tetralones and benzobicyclo[2.2.2]octanones
Souillart, Laetitia; Cramer, Nicolai
2014

Abstract

Rhodium(I)-catalyzed beta-carbon eliminations of tert-cyclobutanols followed by oxidative addition give benzorhoda(III)cyclopentenes. These key intermediates trigger intramolecular C-H arylations leading to beta-tetralones with quaternary stereogenic centers in excellent enantioselectivity. The versatility of the rhoda(III)cyclic species is further shown in formal intramolecular [4+2]-cycloadditions providing access to benzobicyclo[2.2.2]octanones.

Details

Title Exploitation of Rh(I)-Rh(III) cycles in enantioselective C-C bond cleavages: access to beta-tetralones and benzobicyclo[2.2.2]octanones
Author(s) Souillart, Laetitia ; Cramer, Nicolai
Published in Chemical Science
Pagination 4
Volume 5
Issue 2
Pages 837-840
Date 2014
Publisher Cambridge, Royal Soc Chemistry
ISSN 2041-6520
DOI https://doi.org/10.1039/c3sc52753k
Other identifier(s) View record in Web of Science
Laboratories LCSA
Record Appears in Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LCSA - Laboratory of Asymmetric Catalysis and Synthesis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date 2014-02-17

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