This dirhodium catalyst developed by the Davies lab can form C-C bonds at the most accessible tertiary C-H position with control of both regioselectivity and absolute configuration.
The rhodium-catalyzed reaction of electron-deficient alkenes with substituted aryldiazoacetates and vinyldiazoacetates results in highly stereoselective cyclopropanations. With adamantylglycine derived catalyst Rh2(S-TCPTAD)4, high asymmetric induction (up to 98% ee) can be obtained with a range of substrates. Computational studies suggest that
Rhodium(II)-catalyzed reactions between isopropyl acetate and trichloroethyl aryldiazoacetates result in the formation of oxirane intermediates that ring open under the reaction conditions to form tertiary alcohols. When the reaction is catalyzed by the dirhodium tetrakis(triarylcyclopropanecarboxylate) complex, Rh2( S-2-Cl,4-BrTPCP)4, the tertiary
Journal of the American Chemical Society, 137(2), 644-647 (2015-01-07)
Syntheses of dictyodendrins A and F have been achieved using a sequential C-H functionalization strategy. The N-alkylpyrrole core is fully functionalized by means of a rhodium(I)-catalyzed C-H arylation at the C3-position, a rhodium(II)-catalyzed double C-H insertion at the C2- and
A rhodium-catalyzed asymmetric synthesis of β-lactones via intramolecular C-H insertion into the ester group of aryldiazoacetates has been developed. The β-lactones were synthesized in high yields and with high levels of diastereo- and enantioselectivity. Halo and trifluoromethyl substituents at the
Enantioselective intramolecular aza-spiroannulation onto benzofurans using chiral rhodium catalysis.
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