Category: 78782-17-9

Synthetic Route of C13H26B2O4In 2017 ,《Enantioselective Synthesis of anti-1,2-Oxaborinan-3-enes from Aldehydes and 1,1-Di(boryl)alk-3-enes Using Ruthenium and Chiral Phosphoric Acid Catalysts》 was published in Journal of the American Chemical Society. The article was written by Miura, Tomoya; Nakahashi, Junki; Zhou, Wang; Shiratori, Yota; Stewart, Scott G.; Murakami, Masahiro. The article contains the following contents:

A cationic Ru(II) complex catalyzes double-bond transposition of 1,1-di(boryl)alk-3-enes to generate in situ 1,1-di(boryl)alk-2-enes, which then undergo chiral H3PO4 catalyzed allylation of aldehydes producing homoallylic alcs. with a (Z)-vinylboronate moiety. 1,2-Anti stereochem. is installed in an enantioselective manner. The (Z)-geometry forged in the products allows their isolation in a form of 1,2-oxaborinan-3-enes, upon which further synthetic transformations are operated. The experimental process involved the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Synthetic Route of C13H26B2O4)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Synthetic Route of C13H26B2O4

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In 2019,European Journal of Organic Chemistry included an article by Kovalenko, Maksym; Yarmoliuk, Dmytro V.; Serhiichuk, Dmytro; Chernenko, Daria; Smyrnov, Vladyslav; Breslavskyi, Artur; Hryshchuk, Oleksandr V.; Kleban, Ihor; Rassukana, Yuliya; Tymtsunik, Andriy V.; Tolmachev, Andrey A.; Kuchkovska, Yuliya O.; Grygorenko, Oleksandr O.. Product Details of 78782-17-9. The article was titled 《The Boron-Wittig Olefination of Aldehydes and Ketones with Bis[(pinacolato)boryl]methane: an Extended Reaction Scope》. The information in the text is summarized as follows:

Aryl aldehydes and ketones R1R2C:O undergo borylative olefination with diborylmethane CH2(Bpin)2 affording vinylboronates R1R2C:CH(Bpin) (R1 = aryl, heterocyclyl, cyclopropyl, dioxolanyl, oxazolidinyl); cyclic and heterocyclic ketones were also olefinated giving borylmethylene-functionalized compounds Q:CHBpin (Q = azetidine, pyrrolidine, piperidine, carboxycyclobutane, carboxycyclopentane). Preparation of 2,2-disubstituted and 2-monosubstituted alkenylboronic acid esters from aliphatic and aromatic ketones and aldehydes by the boron-Wittig olefination with bis[(pinacolato)boryl]methane was examined and applied on the multigram scale. The influence of the substrate steric and electronic features on the overall efficiency and stereochem. outcome of the reaction was studied. Addnl., a series of diversely functionalized (hetera)cycloalkylidenemethyl and (hetera)cycloalkyl boronic acid-derived building blocks was synthesized. In the experiment, the researchers used many compounds, for example, Bis[(pinacolato)boryl]methane(cas: 78782-17-9Product Details of 78782-17-9)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Product Details of 78782-17-9

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《Boron-enabled geometric isomerization of alkenes via selective energy-transfer catalysis》 was published in Science (Washington, DC, United States) in 2020. These research results belong to Molloy, John J.; Schaefer, Michael; Wienhold, Max; Morack, Tobias; Daniliuc, Constantin G.; Gilmour, Ryan. Quality Control of Bis[(pinacolato)boryl]methane The article mentions the following:

Isomerization-based strategies to enable the stereodivergent construction of complex polyenes from geometrically defined alkene linchpins remain conspicuously underdeveloped. Mitigating the thermodn. constraints inherent to isomerization is further frustrated by the considerations of atom efficiency in idealized low-mol. weight precursors. In this work, it is reported a general ambiphilic C3 scaffold that can be isomerized and bidirectionally extended. Predicated on highly efficient triplet energy transfer, the selective isomerization of β-borylacrylates is contingent on the participation of the boron p orbital in the substrate chromophore. Rotation of the C(sp2)-B bond by 90° in the product renders re-excitation inefficient and endows directionality. This subtle stereoelectronic gating mechanism enables the stereocontrolled syntheses of well-defined retinoic acid derivatives In the experiment, the researchers used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Quality Control of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Quality Control of Bis[(pinacolato)boryl]methane

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Reference of Bis[(pinacolato)boryl]methaneIn 2021 ,《Reactivity Trends with Borylalkyl Copper(I) Species》 appeared in European Journal of Inorganic Chemistry. The author of the article were Corro, Macarena; Salvado, Oriol; Gonzalez, Sara; Dominguez-Molano, Paula; Fernandez, Elena. The article conveys some information:

A review. The renaissance on the application of gem-diborylalkanes from 2010, has allowed the conquest of new synthetic application towards C-C and C-N bond formation. The activation of gem-diborylalkanes by Cu(I) catalysts, generates active borylalkyl copper(I) species that are able to trap several electrophilic reagents, in an efficient way. In addition, the modification of Cu(I) complexes with chiral ligands, induces asym. platforms towards the synthesis of enantioenriched organoboron compounds The experimental process involved the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Reference of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Reference of Bis[(pinacolato)boryl]methane

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《Dienamine-Induced Divinylcyclopropane-Cycloheptadiene Rearrangements》 was written by Apel, Caroline; Hartmann, Sven Soeren; Lentz, Dieter; Christmann, Mathias. Related Products of 78782-17-9This research focused onvinylcyclopropyl butenal preparation pyrrolidinyl methoxysilane catalyst Cope rearrangement condensation; cycloheptadienyl acetaldehyde diastereoselective preparation; Cope rearrangement; cycloheptadienes; cyclopropanes; organocatalysis; pericyclic reactions. The article conveys some information:

The first organocatalytic Cope rearrangement of in-situ generated divinylcyclopropanes. The reactive motif was generated by condensation of 4-(2-vinylcyclopropyl)but-2-enal derivatives with a secondary amine catalyst to form a transient dienamine. The cycloheptadiene products was obtained in high yield and excellent diastereoselectivity. Importantly, the reaction was demonstrated to be stereospecific, proceeding under mild conditions, while exhibiting broad functional group tolerance. The experimental process involved the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Related Products of 78782-17-9)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Related Products of 78782-17-9 Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. This stems from their ease of preparation combined with their ability to undergo a broad range of chemical transformations.

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《Diastereo- and Enantioselective Synthesis of Homoallylic Amines Bearing Quaternary Carbon Centers》 was published in Journal of the American Chemical Society in 2020. These research results belong to Green, Jacob C.; Zanghi, Joseph M.; Meek, Simon J.. Synthetic Route of C13H26B2O4 The article mentions the following:

A Cu-catalyzed method for the efficient enantio- and diastereoselective synthesis of chiral homoallylic amines bearing a quaternary C and an alkenylboron is disclosed. Transformations are promoted by a readily prepared (phosphoramidite)-Cu complex and involve bench-stable γ,γ-disubstituted allyldiborons and benzyl imines; products were obtained in up to 82% yield, >20:1 dr, and >99:1 er. Reactions proceed via stereodefined B-stabilized allylic Cu species formed by an enantioselective transmetalation. Utility of the 1-amino-3-alkenylboronate products is highlighted by a variety of synthetic transformations. In addition to this study using Bis[(pinacolato)boryl]methane, there are many other studies that have used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Synthetic Route of C13H26B2O4) was used in this study.

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Synthetic Route of C13H26B2O4 Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. This stems from their ease of preparation combined with their ability to undergo a broad range of chemical transformations.

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Alcohol – Wikipedia,
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《Generating Skeletal Diversity and Complexity from Boron-Substituted 1,3-Dienes and Enophiles》 was written by Francois, Benjamin; Eberlin, Ludovic; Berree, Fabienne; Whiting, Andrew; Carboni, Bertrand. Recommanded Product: 78782-17-9 And the article was included in European Journal of Organic Chemistry in 2020. The article conveys some information:

Boron-substituted 1,3-dienes participate in ene reactions to afford new functionalized synthetic intermediates. After evaluating several enophiles as partners, the resulting products have been engaged in multistep sequences involving first a Diels Alder/allylboration process. A variety of skeletally diverse and complex polycyclic heterocycles were thus synthesized, such as tetrahydro-1H-isoindole-1,3(2H)-diones, eight-membered lactones or tricyclic spiro compounds In addition to this study using Bis[(pinacolato)boryl]methane, there are many other studies that have used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Recommanded Product: 78782-17-9) was used in this study.

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. This stems from their ease of preparation combined with their ability to undergo a broad range of chemical transformations.Recommanded Product: 78782-17-9

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Quality Control of Bis[(pinacolato)boryl]methaneIn 2020 ,《Biosynthesis of Pseudomonas-Derived Butenolides》 appeared in Angewandte Chemie, International Edition. The author of the article were Klapper, Martin; Schlabach, Kevin; Paschold, Andre; Zhang, Shuaibing; Chowdhury, Somak; Menzel, Klaus-Dieter; Rosenbaum, Miriam A.; Stallforth, Pierre. The article conveys some information:

Butenolides are well-known signaling mols. in Gram-pos. bacteria. Here, we describe a novel class of butenolides isolated from a Gram-neg. Pseudomonas strain, the styrolides. Structure elucidation was aided by the total synthesis of styrolide A. Transposon mutagenesis enabled us to identify the styrolide biosynthetic gene cluster, and by using a homol. search, we discovered the related and previously unknown acaterin biosynthetic gene cluster in another Pseudomonas species. Mutagenesis, heterologous expression, and identification of key shunt and intermediate products were crucial to propose a biosynthetic pathway for both Pseudomonas-derived butenolides. The Whole Genome Shotgun project for P. fluorescens HKI0874 has been deposited at DDBJ/ENA/GenBank under the accession VCNJ00000000. The experimental process involved the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Quality Control of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Quality Control of Bis[(pinacolato)boryl]methane

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《Aliphatic Oxaboroles Enabling Remarkable Recognition of Diols》 was written by Arakawa, Nozomi; Nagao, Kazunori; Murakami, Ryo; Sumida, Yuto; Arakawa, Hiroshi; Inagaki, Fuyuhiko; Ohmiya, Hirohisa. Quality Control of Bis[(pinacolato)boryl]methane And the article was included in Bulletin of the Chemical Society of Japan in 2020. The article conveys some information:

5-Membered ring aliphatic oxaboroles revealed unique characteristics in their reactivity with diols. The aliphatic oxaborole derivatives exhibited a higher complexation activity for Alizarin Red S than phenyl-, alkylboronic acid, benzoxaborole, and oxaborin. Furthermore, the sugar recognition ability depended on the chirality of the aliphatic boroles. In the experiment, the researchers used many compounds, for example, Bis[(pinacolato)boryl]methane(cas: 78782-17-9Quality Control of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Quality Control of Bis[(pinacolato)boryl]methane Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. This stems from their ease of preparation combined with their ability to undergo a broad range of chemical transformations.

Referemce:
Alcohol – Wikipedia,
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Safety of Bis[(pinacolato)boryl]methaneIn 2018 ,《Enantioselective Construction of Tertiary Boronic Esters by Conjunctive Cross-Coupling》 was published in Angewandte Chemie, International Edition. The article was written by Myhill, Jesse A.; Zhang, Liang; Lovinger, Gabriel J.; Morken, James P.. The article contains the following contents:

Catalytic enantioselective conjunctive cross-coupling has been developed to construct tertiary alkylboronic esters. These reactions occur with good yield and enantioselectivity for a range of substrates. Mechanistic experiments reveal aspects of the catalytic cycle that allow hindered substrates to react without significant complicating side reactions. After reading the article, we found that the author used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Safety of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Safety of Bis[(pinacolato)boryl]methane Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts