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3996188
Reagent-controlled syn-selective enolboration-aldolzation of methyl arylacetates | Poster Board #1726
Date
March 20, 2024
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Reaction temperature, solvent, nature of amine, and sterics of boron reagents are the key parameters to control the stereoselectivity of boron-mediated aldol reactions of phenylacetates. The systematic study of the effect of bulk of a boron reagent on diastereoselectivity has demonstrated that sterically less hindered, 9-Borabicyclo[3.3.1]nonyl trifluoromethanesulfonate (9-BBNOTf) provided the best syn-selectivity and yields. In this presentation, we will discuss the detailed study in the reagent-controlled syn-selective enolboration-aldolzation of methyl arylacetates.
Diisopinocampheylboron triflate (Ipc2BOTf) has been successfully used in the enantioselective aldol reactions of propanoate and phenylacetate esters. However, enantioselective boron-mediated aldol reactions of _N_, _N_-dialkylphenylacetamides are not reported to date…
1,2,3-Triazole analogs of aldols, which are prepared from _p_-bromophenylacetates, unveil higher enzyme inhibition activity and selectivity than the corresponding compounds derived from unsubstituted phenylacetates…
Beta-lactone synthetases are a class of enzymes which produce chiral beta-lactones, four-membered cyclic esters with two potential stereocenters, from racemic beta-hydroxy acid substrates…