Category: 78782-17-9

《Transition-Metal-Free Homologative Cross-Coupling of Aldehydes and Ketones with Geminal Bis(boron) Compounds》 was written by Stephens, Thomas C.; Pattison, Graham. Electric Literature of C13H26B2O4This research focused ontransition metal free homologative cross coupling aldehyde ketone; geminal bis boron compound homologative cross coupling aldehyde ketone; homologated carbonyl compound preparation. The article conveys some information:

Authors report a transition-metal-free coupling of aldehydes and ketones with geminal bis(boron) building blocks which provides the coupled, homologated carbonyl compound upon oxidation This reaction not only extends an alkyl chain containing a carbonyl group, it also simultaneously introduces a new carbonyl substituent. Authors also demonstrated that enantiopure aldehydes with an enolizable stereogenic center undergo this reaction with complete retention of stereochem. In the experimental materials used by the author, we found Bis[(pinacolato)boryl]methane(cas: 78782-17-9Electric Literature of C13H26B2O4)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Electric Literature of C13H26B2O4 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

In 2018,Murray, Stephanie A.; Luc, Eugenia C. M.; Meek, Simon J. published 《Synthesis of Alkenyl Boronates from Epoxides with Di-[B(pin)]-methane via Pd-Catalyzed Dehydroboration》.Organic Letters published the findings.Application of 78782-17-9 The information in the text is summarized as follows:

A practical and broadly applicable catalytic method for the synthesis of E-alkenylborons is presented. Reactions are promoted by [Pd(Cl)(η3-C3H5)]2 and proceed by the dehydroboration of cyclic borates. Through the use of epoxides and readily available di-B(pin)-methane (pin = pinacolato) a range of allylic alc.-containing alkenyl boronates, including those that contain a tertiary alc., may be prepared in up to 75% yield, and >20:1 E/Z. The experimental part of the paper was very detailed, including the reaction process of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Application of 78782-17-9)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Application 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.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2018,Zhang, Qi; Wang, Bing; Liu, Jia-Qin; Fu, Yao; Wu, Yu-Cheng published 《Mechanistic Insights into Solvent and Ligand Dependency in Cu(I)-Catalyzed Allylic Alkylation with gem-Diborylalkanes》.Journal of Organic Chemistry published the findings.Related Products of 78782-17-9 The information in the text is summarized as follows:

The recent Cu-catalyzed allylic substitution reaction between gem-diborylalkane and allyl electrophiles shows intriguing solvent and ligand-controlled regioselectivity. The α-alkylation product was obtained in DMF solvent, while γ-alkylation product was obtained in dioxane solvent and the dioxane and NHC ligand situation. In the present study, d. functional theory calculations have been used to investigate the reaction mechanism and origin of the regioselectivity. For both dioxane and DMF, γ-alkylation undergoes successive oxidative addition (CH2Bpin trans to leaving group) and direct Cγ-C reductive elimination. The α-alkylation is found to undergo oxidative addition (CH2Bpin trans to leaving group), isomerization, and Cα-C reductive elimination rather than the previously proposed oxidative addition (-CH2Bpin cis to the leaving group) and Cα-C reductive elimination. The γ-alkylation and α-alkylation is, resp., favorable for dioxane and DMF solvent, which is consistent with the γ- and α-selectivity in experiment The solvent interferes the isomerization step, thereby affects the relative facility of the α- and γ-alkylation. Further investigation shows that η1-intermediate formation promoted by solvent is the rate-determining step of the isomerization. The stronger electron-donating ability of DMF than dioxane facilitates the η1-intermediate formation and finally results in the easier isomerization in DMF. For dioxane and NHC situation, in the presence of neutral NHC ligand, the -PO4Et2 group tightly coordinates with the Cu center after the oxidative addition, preventing the isomerization process. The regioselectivity is determined by the relative facility of the oxidative addition step. Therefore, the favorable oxidative addition (in which -CH2Bpin trans to the leaving group) results in the facility of γ-alkylation.Bis[(pinacolato)boryl]methane(cas: 78782-17-9Related Products of 78782-17-9) was used in this study.

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.Related Products of 78782-17-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Kishino, Masamichi; Takaoka, Satoko; Shibutani, Yuki; Kusumoto, Shuhei; Nozaki, Kyoko published an article in Dalton Transactions. The title of the article was 《Synthesis and reactivity of PC(sp3)P-pincer iridium complexes bearing a diborylmethyl anion》.Synthetic Route of C13H26B2O4 The author mentioned the following in the article:

Novel PCP-pincer iridium complexes I (L void, L = CO, Cl) bearing a diborylmethyl anion were synthesized. Strong σ-electron-donation to the metal and significant π-backdonation from the metal to boron atoms at the β-position were observed both exptl. and computationally. H/D exchange of the aromatic C-H bond proceeded smoothly and, in addition, the α-methine-hydrogen between boron atoms was found to be replaced with deuterium in benzene-d6 solution possibly through diborylcarbene metal complexes as intermediates. The experimental part of the paper was very detailed, including the reaction process 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

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

SDS of cas: 78782-17-9In 2021 ,《Rhodium-catalyzed borylative carbon monoxide reduction to gem-diborylmethane》 appeared in Catalysis Communications. The author of the article were Xu, Jian-Xing; Wu, Fu-Peng; Wu, Xiao-Feng. The article conveys some information:

Herein, we developed a rhodium-catalyzed reduction of CO with bis(pinacolato)diboron (B2pin2) under atm. pressure of CO with silane as the hydride source, gem-diborylmethane [H2C(Bpin)2] as a versatile and fundamental C1 compound can be formed. Notably, this is the first example on transition metal-catalyzed borylation of CO. In addition to this study using Bis[(pinacolato)boryl]methane, there are many other studies that have used Bis[(pinacolato)boryl]methane(cas: 78782-17-9SDS of cas: 78782-17-9) was used in this study.

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.SDS of cas: 78782-17-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Asai, Kento; Miura, Masahiro; Hirano, Koji published an article in Journal of Organic Chemistry. The title of the article was 《Palladium-Catalyzed Cross-Coupling Reaction of Diarylmethanol Derivatives with Diborylmethane》.Category: alcohols-buliding-blocks The author mentioned the following in the article:

A palladium-catalyzed cross-coupling reaction of diarylmethanol derivatives RC(R1)OR2 (R = Ph, naphthalen-2-yl, phenanthren-9-yl, 4-phenylbenzen-1-yl; R1 = H, Ph, 4-chlorophenyl, 2H-1,3-benzodioxol-5-yl; R2 = Boc, Ph, OMe, etc.) with diborylmethane has been developed. The reaction proceeds chemoselectively to deliver the corresponding homobenzylic boronates RC(R1)CH2Bpin in good yields. In the experimental materials used by the author, we found Bis[(pinacolato)boryl]methane(cas: 78782-17-9Category: alcohols-buliding-blocks)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Category: alcohols-buliding-blocks 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

《Asymmetric Total Synthesis of Inthomycins A, B, and C》 was published in Journal of Organic Chemistry in 2020. These research results belong to Kim, Jae Hyun; Song, Yeonghun; Kim, Min Jung; Kim, Sanghee. Application In Synthesis of Bis[(pinacolato)boryl]methane The article mentions the following:

Herein, we report the asym. total syntheses of inthomycin antibiotics containing a methylene-interrupted oxazolyl-triene motif. Utilizing the α,β-unsaturated aldehyde as a common intermediate, all three inthomycins A-C were divergently synthesized. The asym. ynone reduction provided an R-configured secondary alc. as in the natural products with high enantioselectivity. The geometrically different triene units for each inthomycin were stereoselectively established via Me cuprate conjugate addition, isomerization of the α,β-unsaturated aldehyde intermediate, and stereoretentive cross-coupling reactions. The experimental process involved the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Application In Synthesis of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Application In Synthesis 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

Wu, Chaoqiang; Bao, Zhicheng; Dou, Bowen; Wang, Jianbo published their research in Chemistry – A European Journal in 2021. The article was titled 《Generation of α-Boryl Radicals and Their Conjugate Addition to Enones: Transition-Metal-Free Alkylation of gem-Diborylalkanes》.Electric Literature of C13H26B2O4 The article contains the following contents:

A transition-metal-free method for the alkylation of gem-diborylalkanes with α,β-unsaturated ketones has been developed. It is demonstrated that the α-boryl radicals can be generated efficiently from gem-diborylalkanes with the aid of catechol and oxidants. The α-boryl radicals formed through such process can be engaged in conjugate addition reaction with α,β-unsaturated ketones. This transformation is a straightforward method for the synthesis of γ-borylketones. After reading the article, we found that the author used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Electric Literature 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.Electric Literature of C13H26B2O4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of C13H26B2O4In 2019 ,《Stereoselective Desymmetrization of gem-Diborylalkanes by “”Trifluorination””》 was published in Chemistry – A European Journal. The article was written by Kumar, Nivesh; Reddy, Reddy Rajasekhar; Masarwa, Ahmad. The article contains the following contents:

An efficient and general method for the chemoselective synthesis of unsym. gem-diborylalkanes is reported. This method is based on a late-stage desymmetrization through nucleophilic “”trifluorination””, providing chiral gem-diborylalkanes bearing a trifluoroborate group. The reaction offers a highly modular and diastereoselective approach towards the synthesis of gem-diborylcyclopropanes. The utility of the gem-diborylalkane building blocks was demonstrated by selective post-functionalization of the trifluoroborate group. These functionalizations include inter- and intra- Pd-catalyzed Suzuki-Miyaura coupling reactions. The results came from multiple reactions, including 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 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.Synthetic Route of C13H26B2O4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Chemistry – A European Journal included an article by Gava, Riccardo; Fernandez, Elena. Related Products of 78782-17-9. The article was titled 《Selective C-C Coupling of Vinyl Epoxides with Diborylmethide Lithium Salts》. The information in the text is summarized as follows:

Vinyl epoxides and styrene oxide can react with diborylmethide lithium salts through an exclusive SN2 borylmethylation/ring opening in a regio- and diastereoselective way, depending on the nature of the substrate. The ring-opening protocol provides homoallylboronates that can be transformed into challenging diastereomeric bishomoallylic alicyclic 1,3-diols. Unprecedented 3-borylated 1,2-oxaborolan-2-ol products were prepared by borylmethylation/ring opening of 2-methyl-2-vinyloxirane followed by intramol. cyclization. The results came from multiple reactions, including 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 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