Electric Literature of 72824-04-5, In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl functional group (−OH) bound to a saturated carbon atom. 72824-04-5, name is 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, An important class of alcohols, of which methanol and ethanol are the simplest examples, includes all compounds which conform to the general formula CnH2n+1OH.
Blair, Daniel J.;Chitti, Sriyankari;Trobe, Melanie;Kostyra, David M.;Haley, Hannah M. S.;Hansen, Richard L.;Ballmer, Steve G.;Woods, Toby J.;Wang, Wesley;Mubayi, Vikram;Schmidt, Michael J.;Pipal, Robert W.;Morehouse, Greg. F.;Palazzolo Ray, Andrea M. E.;Gray, Danielle L.;Gill, Adrian L.;Burke, Martin D. research published 《 Automated iterative Csp3-C bond formation》, the research content is summarized as follows. Fully automated synthetic chem. would substantially change the field by providing broad on-demand access to small mols. However, the reactions that can be run autonomously are still limited. Automating the stereospecific assembly of Csp3-C bonds would expand access to many important types of functional organic mols.1. Previously, methyliminodiacetic acid (MIDA) boronates were used to orchestrate the formation of Csp2-Csp2 bonds and were effective building blocks for automating the synthesis of many small mols., but they are incompatible with stereospecific Csp3-Csp2 and Csp3-Csp3 bond-forming reactions. Here authors report that hyperconjugative and steric tuning provide a new class of tetra-Me N-methyliminodiacetic acid (TIDA) boronates that are stable to these conditions. Charge d. anal. revealed that redistribution of electron d. increases covalency of the N-B bond and thereby attenuates its hydrolysis. Complementary steric shielding of carbonyl π-faces decreases reactivity towards nucleophilic reagents. The unique features of the iminodiacetic acid cage, which are essential for generalized automated synthesis, are retained by TIDA boronates. This enabled Csp3 boronate building blocks to be assembled using automated synthesis, including the preparation of natural products through automated stereospecific Csp3-Csp2 and Csp3-Csp3 bond formation. These findings will enable increasingly complex Csp3-rich small mols. to be accessed via automated assembly.
Electric Literature of 72824-04-5, Allylboronic acid pinacol ester is a useful research compound. Its molecular formula is C9H17BO2 and its molecular weight is 168.04 g/mol. The purity is usually 95%.
Allylboronic acid pinacol ester is an allylation reagent that is used to produce aldehydes from ketones. It reacts with water, yielding the desired product and formaldehyde as a byproduct. The reaction proceeds through a sequence of steps, in which the boronate ester first reacts with water to form an allylboronate ion and hydrogen gas. This intermediate then reacts with potassium t-butoxide to produce the desired allyl alcohol and potassium borohydride. Finally, the palladium complex catalyst reduces the carbonyl group of the starting material, converting it into an aldehyde. Allylboronic acid pinacol ester is commercially available as a white solid, but can also be synthesized from 2-chloro-5-pinacolylborane (pinacol) in high yield using catalytic cross coupling reactions., 72824-04-5.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts