60656-87-3 Archives - Page 8 of 9 - Ethers-buliding-blocks

Liu, Chen-Fei’s team published research in Journal of the American Chemical Society in 2021 | CAS: 60656-87-3

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Quality Control of 2-(Benzyloxy)acetaldehyde

Quality Control of 2-(Benzyloxy)acetaldehydeIn 2021 ,《Catalytic Regioselective Olefin Hydroarylation(alkenylation) by Sequential Carbonickelation-Hydride Transfer》 was published in Journal of the American Chemical Society. The article was written by Liu, Chen-Fei; Luo, Xiaohua; Wang, Hongyu; Koh, Ming Joo. The article contains the following contents:

Catalytic amounts of a dimeric Ni(I) complex and an exogenous alkoxide base promoted Markovnikov-selective hydroarylation(alkenylation) of unactivated and activated olefins using organo bromides or triflates derived from widely available phenols and ketones was reported for the synthesis of substituted alkanes. Products bearing aryl- and alkenyl-substituted tertiary and quaternary centers could be isolated in up to 95% yield and >99:1 regioisomeric ratios. Contrary to previous dual-catalytic methods that rely on metal-hydride atom transfer (MHAT) to the olefin prior to carbofunctionalization with a cocatalyst, mechanistic evidence points toward a nonradical reaction pathway that begins with site-selective carbonickelation across the C=C bond followed by hydride transfer using alkoxide as the hydride source. Utility of the single-catalyst protocol is highlighted through the synthesis of medicinally relevant scaffolds. In the experiment, the researchers used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Padma, Ravishetty’s team published research in European Journal of Organic Chemistry in 2020 | CAS: 60656-87-3

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Application In Synthesis of 2-(Benzyloxy)acetaldehyde

《General Asymmetric Synthetic Strategy for the α-Alkylated 2,5,6-Trisubstituted Pyran of Indanomycin and Related Natural Products》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Padma, Ravishetty; Srinivas, Beduru; Yadav, Jhillu S.; Mohapatra, Debendra K.. Application In Synthesis of 2-(Benzyloxy)acetaldehyde The article mentions the following:

A general synthetic strategy for convergent asym. synthesis of C1-C10 fragment I of tetraene-containing natural product indanomycin was achieved starting from 2-(benzyloxy)acetaldehyde which in turn was obtained from very inexpensive material cis-1,4-butene-diol. Key steps include Evans’ aldol reaction, HWE olefination, iodine-catalyzed tandem isomerization followed by C-O and C-C bond formation similar to our earlier report in constructing the trans-2,6-disubstituted dihydropyran ring and Evans’ asym. alkylation. In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Application In Synthesis of 2-(Benzyloxy)acetaldehyde) was used in this study.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Shi, Chang-Yun’s team published research in Angewandte Chemie, International Edition in 2021 | CAS: 60656-87-3

Related Products of 60656-87-3In 2021 ,《Copper(I)-Catalyzed Asymmetric Conjugate 1,6-, 1,8-, and 1,10-Borylation》 appeared in Angewandte Chemie, International Edition. The author of the article were Shi, Chang-Yun; Eun, Jungmin; Newhouse, Timothy R.; Yin, Liang. The article conveys some information:

Catalytic asym. remote conjugate borylation is challenging as the control of regioselectivity is not trivial, the electrophilicity of remote sites is extenuated, and the remote asym. induction away from the carbonyl group is difficult. Herein, catalytic asym. conjugate 1,6-, 1,8- and 1,10-borylation was developed with excellent regioselectivity, which delivered α-chiral boronates in moderate to high yields with high enantioselectivity. The produced chiral boronate smoothly underwent oxidation, cross-coupling, and one-carbon homologation to give synthetically versatile chiral compounds in moderate yields with excellent stereoretention. Furthermore, a stereomechanistic anal. was conducted using DFT calculations, which provides insights into the origins of the regioselectivity. Finally, the present 1,6-borylation was successfully applied in an efficient one-pot asym. synthesis of (-)-7,8-dihydrokavain. In the experiment, the researchers used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Related Products of 60656-87-3)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Trost, Barry M.’s team published research in Journal of the American Chemical Society in 2020 | CAS: 60656-87-3

Quality Control of 2-(Benzyloxy)acetaldehydeIn 2020 ,《Ruthenium-Catalyzed Intermolecular Coupling of Vinylic 1,2-Bisboronates with Alkynes: Stereoselective Access to Boryl-Substituted Homoallylic Alcohols》 was published in Journal of the American Chemical Society. The article was written by Trost, Barry M.; Zhang, Guoting. The article contains the following contents:

The ruthenium catalytic addition of alkenes to alkynes has been demonstrated as a powerful synthetic tool to form diene motifs and widely applied in the synthesis of complex mols. However, except for the intramol. coupling, trisubstituted alkenes are unsatisfactory coupling partners with alkynes, presumably due to the increased steric hindrance. Herein, it is discovered that substituted vinyl 1,2-bisboronate derivatives can serve as the trisubstituted alkene equivalent to couple with alkynes, generating various boryl-substituted homoallylic alc. motifs with good stereoselectivity through the sequential allylboration with aldehydes. In contrast to carbon substituents on the double bond, boron substituents accelerate the alkyne coupling. In the part of experimental materials, we found many familiar compounds, such as 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Nicolaou, K. C.’s team published research in Journal of the American Chemical Society in 2022 | CAS: 60656-87-3

In 2022,Nicolaou, K. C.; Yu, Ruocheng; Lu, Zhaoyong; Alvarez, Fernando G. published an article in Journal of the American Chemical Society. The title of the article was 《Total Synthesis of Gukulenin B via Sequential Tropolone Functionalizations》.Quality Control of 2-(Benzyloxy)acetaldehyde The author mentioned the following in the article:

The synthesis of functionalized aromatic compounds is a central theme of research for modern organic chem. Despite the increasing finesse in the functionalization of five- and six-membered aromatic rings, their seven-membered-ring sibling, tropolone (2-hydroxy-2,4,6-cycloheptatrien-1-one), remains a challenging target for synthetic derivatization. This challenge primarily emanates from the unique structural and chem. properties of tropolonoid compounds, which often lead to unexpected and undesired reaction outcomes under conditions developed for the functionalizations of other aromatic moieties. Herein, the authors describe the total synthesis of one of the most complex natural tropolonoids, gukulenin B (I). The synthetic route features a series of site-selective aromatic C-H bond functionalizations and C-C bond formations, whose reaction conditions are judiciously tuned to allow uncompromised performance on the tropolone nucleus. The flexibility and modularity of the synthesis are expected to facilitate further synthetic and biol. studies of the gukulenin family of cytotoxins. In addition, the methods and tactics developed herein for the functionalization of the tropolone moiety could inspire and enable chemists of multiple disciplines to take advantage of this privileged yet underexplored structural motif. In the part of experimental materials, we found many familiar compounds, such as 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Feng-Hua’s team published research in Angewandte Chemie, International Edition in 2022 | CAS: 60656-87-3

Zhang, Feng-Hua; Guo, Xiaochong; Zeng, Xianrong; Wang, Zhaobin published an article in 2022. The article was titled 《Catalytic Enantioconvergent Allenylation of Aldehydes with Propargyl Halides》, and you may find the article in Angewandte Chemie, International Edition.Category: ethers-buliding-blocks The information in the text is summarized as follows:

The Cr-catalyzed enantioconvergent allenylation of aldehydes with racemic propargyl halides to rapidly access a wide range of chiral α-allenols with adjacent axial and central chiralities. This method featured excellent regio-, diastereo- and enantioselectivity control with broad substrate scope, and provides facile access to all four stereoisomers when allied with a Mitsunobu reaction. Preliminary mechanistic studies supported radical-based reaction pathways. The synthetic utility was demonstrated by the application in late-stage functionalization and the formal total synthesis of (+)-varitriol. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Category: ethers-buliding-blocks)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Min, Xiang-Ting’s team published research in Journal of the American Chemical Society in 2022 | CAS: 60656-87-3

Min, Xiang-Ting; Mei, Yong-Kang; Chen, Bing-Zhi; He, Li-Bowen; Song, Ting-Ting; Ji, Ding-Wei; Hu, Yan-Cheng; Wan, Boshun; Chen, Qing-An published an article in 2022. The article was titled 《Rhodium-Catalyzed Deuterated Tsuji-Wilkinson Decarbonylation of Aldehydes with Deuterium Oxide》, and you may find the article in Journal of the American Chemical Society.Electric Literature of C9H10O2 The information in the text is summarized as follows:

The recent surge in the applications of deuterated drug candidates has rendered an urgent need for diverse deuterium labeling techniques. Herein, an efficient Rh-catalyzed deuterated Tsuji-Wilkinson decarbonylation of naturally available aldehydes with D2O is developed. In this reaction, D2O not only acts as a deuterated reagent and solvent but also promotes Rh-catalyzed decarbonylation. In addition, decarbonylative strategies for the synthesis of terminal monodeuterated alkenes from α,β-unsaturated aldehydes are within reach. The experimental part of the paper was very detailed, including the reaction process of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem