A highly regio- and stereoselective synthesis of stereodefined β,β-disubstituted alkenyl ethers featuring the sequential hydroboration/Suzuki-Miyaura coupling of ynol ethers has been described. A number of functional groups, including OMe, Ac, CO2Et, CN, halides, and alkyl, (hetero)aryl, and alkenyl groups, are well-tolerated under the reaction conditions. Furthermore, it allows a facile entry to the labile diarylacetaldehydes by TFA-mediated hydrolysis of β,β-disubstituted vinyl ethers.
A Pd-catalyzed reductive addition of organohalides, including aryl, alkenyl, and benzyl halides, to ynol ethers has been realized in the presence of 2-propanol, giving α,β- and β,β-disubstituted olefinic ethers in satisfactory yields with excellent regio- and stereoselectivity. It represents the first highly regio- and stereoselective hydroarylation, hydroalkenylation, and hydrobenzylation of ynol ethers.
Corn starch, one of the important components of corn, accounts for about 70% of the total mass usually. Starch has a positive effect on maintaining human life and movement, which play a key role obtaining energy from the diet for human. However, long-term consumption of high glycemic index food was positively associated with obesity, hyperglycemia, diabetes typeⅡ, and other metabolic complications (Brand-Miller et al., 2007), prompted researches to reduce digestibility and glycemic index of starch. The protein and phenolic compounds are regarded as safe, eco-friendly, and effective substance that modified digestion and glycemic index of starch, effectively, by
A novel palladium-catalyzed approach for the assembly of 3,4,5-trisubstituted oxazolones has been achieved by the coupling of N-alkynyl tert-butyloxycarbamates with aryl halides and related electrophiles, which involves an oxidative addition followed by oxypalladation/reductive elimination. The reaction provides a convenient access to diversely substituted oxazolones in satisfactory yields and shows good functional group compatibility.
Using cheap and readily accessible CuCl as the catalyst, an operationally simple and efficient method for the synthesis of 3,5-disubstituted oxazolones has been realized by the cyclization of N-alkynyl tert-butyl carbamates. The reaction proceeds under mild reaction conditions and shows good functional group compatibility.
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