hydroboration

hydroboration

[¦hī·drō·bə′rā·shən]
(organic chemistry)
The process of producing organoboranes by the addition of a compound with a B-H bond to an unsaturated hydrocarbon; for example, the reaction of diborane ion with a carbonyl compound. Also known as boration.
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1974) A stereoselective synthesis of trans-1,4-dialkyl-1,2,3-butatrienes via hydroboration.
We encouraged by the previous results [24] on hydroboration of alkenes to alcohols with DMANB under microwave irradiation and further expand its utility as a hydride source, we undertook a series of compounds for functional group reduction by DMNAB under microwave irradiation.
Tandem reduction/hydroboration was observed with undecenoic acid and cinnamic acid (entries 8-9, Table 1) and a mixture of products was formed based on GC analysis (tandem reduction/hydroboration of carboxyl group and double bond; the reduction of carboxyl group alone and the hydroboration of double bond alone).
Hydroboration of the diene forming the pheromones are found to yield the required Z-11-hexadecenol alcohol, but the hydroboration should be regioselective towards the terminal double bond.
Rovia I Virgili, Spain), presents 15 papers demonstrating some of these applications, covering transformations such as hydrogenation, hydroamination, hydroboration, C--C bond formation, carbonylation, and cyloadditions, as well as recent catalytic system using iridium nanoparticles and the use of relevant ligands as carbenes and pincer ligands.
His research involves catalyst system development and mechanistic elucidation for rhodium-catalyzed hydroboration.
In the light of the information referred to above we made an attempt to obtain diketones 2 and 3 directly from lactone 1 by hydroboration (Scheme 2).
Primary amine functionalization was completed in refluxing THF by performing hydroboration with 9-BBN followed by amination with hydroxylamine-o-sulfonic acid.
At first, hydroboration of 5,6-double bond for the acetonide derivative (56) and the following oxidation of the resulting 6[alpha]-hydroxyl group into the oxo group gave 6-oxo derivative (57).
The pendant olefin is then converted into an alkyl borane by hydroboration and the ring is formed using Suzuki-Miyaura technology (Scheme 1).
These organosilica hybrid materials with crystalline mesoporosity, tailored through organic chemistry to be mono-, hi- or tri-functional, offer unique potential for scientific and technological advances in numerous application areas because the organic function and the inorganic framework can be tailo red through chemistry to tune their mechanical, electrical, optical, magnetic, catalytic, separation and chemical reactivity properties (see the group's recent paper 'Novel Bifunctional Periodic Mesoporous Silicas, BPMOs -- Synthesis, Characterization, Properties and in situ Selective Hydroboration -- Alcoholysis of Functional Groups', Journal of the American Chemical Society, 123, 8520-8530, 2001).
Marder has developed several iridium and rhodium-based catalysts for the hydroboration of organic substrates.