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.
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.
Chemical communications (Cambridge, England), (41), 6264-6266 (2009-10-15)
A versatile, highly enantiocontrolled entry to the spiro-beta-lactam core of chartellines has been developed by expanding the scope of oxidative nitrogen atom transfer methodology based on chiral Rh-nitrenoid species.
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
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
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