Alkyl and aryl compounds of iridium and rhodium. XX [1]. Preparation and Characterization of Mesitylbis(trimethylphosphite)triphenylphosphinerhodium(I) and Mesityltris(trimethylphosphite)rhodium(I)

Dahlenburg, Lutz; Yardimcioglu, A.; Höck, Nils

doi:10.1016/s0020-1693(00)82354-3

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Cited by 10 publications

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“…Steric interactions with the aryl moiety may shift the equilibrium toward formation of diastereomers 2-I by migratory insertion (step d) and protonation (step e). These steric interactions may be diminished in the case of the alkenyl-Rh(I) compounds, thus favoring formation of the syn intermediate, and migratory insertion and protonation lead to the formation of diastereomers 2-II .…”

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confidence: 99%

Stereoselectivity Control in the Rh(I)-Catalyzed Conjugate Additions of Aryl and Alkenylboronic Acids to Unprotected Hydroxycyclopentenones

et al. 2005

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[reaction: see text] The stereoselective Rh(I)-catalyzed conjugate addition reaction of aryl and alkenylboronic acids to unprotected 2-phenyl-4-hydroxycyclopentenone is presented. The free OH group on the substrate is responsible for the stereochemistry, which is cis for arylboronic derivatives. In the case of the alkenylboronic compounds, the stereochemistry can be tuned to either a cis (bases as additives) or trans addition (CsF as additive) without the need of protecting groups.

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confidence: 99%