132178-17-7Relevant articles and documents
Aldol reactions of α-bromoalkyl phenyl ketones and aldehydes with tin(IV) iodide and tetrabutylammonium iodide
Masuyama, Yoshiro,Ohtsuka, Masaru,Kondo, Ayako
, p. 3346 - 3348 (2006)
Aldol reactions of α-bromoacetophenone and aldehydes in dichloromethane produced the corresponding E-α,β-unsaturated ketones at 25 °C with one equimolar amount of tin(IV) iodide, one equimolar amount of tetrabutylammonium iodide and one equimolar amount of N,N- diisopropylethylamine, and produced the corresponding β-hydroxy ketones at -80 °C with one equimolar amount of tin(IV) iodide and two equimolar amounts of tetrabutylammonium iodide. Using one equimolar amount of tin(IV) iodide and two equimolar amounts of tetrabutylammonium iodide at -80 °C in dichloromethane, α-bromopropiophenone reacted with aldehydes to afford the corresponding syn-α-methyl-β-hydroxy ketones selectively. Georg Thieme Verlag Stuttgart.
Towards peptide isostere libraries: Aqueous aldol reactions on hydrophilic solid supports
Graven, Anette,Grotli, Morten,Meldal, Morten
, p. 955 - 962 (2000)
Polar polyoxyethylene-polyoxypropylene (POEPOP) resin was derivatised with a 4-hydroxymethyl phenoxy linker and used as a solid support for lanthanide triflate catalysed Mukaiyama type solid phase aldol reactions. The conditions were optimised using resin bound 4-alkoxybenzaldehyde and it was shown that use of an aqueous solvent was crucial. Also, the reactions were performed with an N-terminal peptide aldehyde substrate in very high yields. POEPOP resins prepared with different monomer chain lengths and commercially available PEG-grafted NovaSyn TG resin were compared in the reactions.
All at once arrangement of both oxygen atoms of dioxygen into aliphatic C(sp3)-C(sp3) bonds for hydroxyketone difunctionalization
Qiao, Xiaofeng,Lin, Yuhan,Li, Jiazhen,Ma, Wanhong,Zhao, Jincai
, p. 770 - 777 (2021/04/09)
Both β- and γ- hydroxyketone structures are important units in biologically active molecules, synthetic drugs and fine chemicals. Although there are some routes available for their manufacture from pre-functionalized groups on one or two matrix molecule(s), the approaches to simply and simultaneously deposit two oxygen atoms from dioxygen into two specific C(sp3) positions of pure saturated hydrocarbons have rarely succeeded because they are involved in the targeted activation of three inert C-H σ bonds all at once. Here, we show that a TiO2-CH3CN photocatalytic suspension system enables the insertion of dioxygen into one C(sp3)-C(sp3) bond of strained cycloparaffin derivatives, by which difunctionalized hydroxyketone products are obtained in a one-pot reaction. With the cleavage event to release strain as the directional driving force, as-designed photocatalytic reaction systems show 21 examples of β-hydroxyketone products with 31%–76% isolated yields for three-membered ring derivatives and 5 examples of γ-hydroxyketone products with 30%–63% isolated yields for four-membered ring substrates. 18O isotopic labeling experiments using 18O2, Ti18O2 and intentionally added H218O, respectively, indicated that both oxygen atoms of hydroxyketone products were exclusively from dioxygen, suggesting a previously unknown H+/TiO2-e? catalyzed arrangement pathway of the hydroperoxide intermediate to convert dioxygen into hydroxyketone units. [Figure not available: see fulltext.]
Methods of preparing organic boron compound and beta-carbonyl compound by catalyzing copper ion loaded chitosan microspheres
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Paragraph 0087-0093, (2018/03/09)
The invention relates to methods of preparing an organic boron compound and a beta-carbonyl compound by catalyzing copper ion loaded chitosan microspheres. The preparation method of the organic boroncompound mainly comprises the following steps of A, addi
