1163683-93-9

Upstream product

• 5445-46-5 1-(2,5-dimethylphenyl)-2-methyl-propane-1-one 
• 1263090-46-5 2,5-[D₆]-dimethylisobutyrophenone 
• 1189232-34-5 C₁₂H₁₀⁽²⁾H₆O 

Relevant academic research and scientific papers

Experimental transition state for the Corey-Bakshi-Shibata reduction

Asymmetric reductions of prochiral ketones are important transformations in the syntheses of natural products, pharmaceuticals, and fine chemicals. The Corey-Bakshi-Shibata reduction is unique among hydride transfer reductions in its tremendous substrate

Experimental transition state for the B-chlorodiisopinocampheylborane (DIP-Cl) reduction

Asymmetric reductions of prochiral ketones are important transformations in the syntheses of natural products, pharmaceuticals, and fine chemicals. B-Chlorodiisopinocampheylborane (DIP-Cl), a stoichiometric reagent that is capable of reducing prochiral aralkyl ketones with high selectivity. Here, we utilize a recently developed 13C kinetic isotope effect (KIE) methodology to probe the symmetry breaking process inherent to this asymmetric reduction. Experimental KIEs and computed transition structures indicate significant roles for non-bonding interaction, specific directed orbital interactions, and hydrogen tunneling in this reaction.

Stereoselection in the corey-bakshi-shibata reduction: Insight from kinetic isotope effects and transition-structure modeling

Flexible but demanding: Significant steric demand is isolated to the small (iPr) substituent in the oxazaborolidine-catalyzed borane (CBS) reduction of 2',5'-dimethylisobutyrophenone. Computed transition-structure models (see picture) demonstrate that nea

Nonbonding interactions and stereoselection in the Corey-Bakshi-Shibata reduction

Deuterium kinetic isotope effect measurements upon enantiotopic methyl groups for the Corey-Bakshi-Shibata reduction of 2',5'-dimethylphenyl isopropyl ketone suggest a complex role for nonbonding Interactions In the mediation of stereoselectlon.