Related Experiment Video
Updated: May 24, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Rhodium(I)/diene-catalyzed addition reactions of arylborons with ketones
Yuan-Xi Liao1, Chun-Hui Xing, Qiao-Sheng Hu
1Department of Chemistry, College of Staten Island and the Graduate Center of the City Unviersity of New York, Staten Island, New York 10314, United States.
Abstract:
Rh(I)/diene-catalyzed addition reactions of arylboroxines/arylboronic acids with unactivated ketones to form tertiary alcohols in good to excellent yields are described. By using C(2)-symmetric (3aR,6aR)-3,6-diaryl-1,3a,4,6a-tetrahydropentalenes as ligands, the asymmetric version of such an addition reaction, with up to 68% ee, was also realized.
More Related Videos
Related Concept Videos
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Hydroboration-Oxidation of Alkenes
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
Electrophilic Addition to Alkynes: Halogenation
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

