Silica sulfuric acid was developed as a stable and efficient heterogeneous catalyst in organic synthesis. This solid acid catalyzed the regioselective ring opening of epoxides by thiocyanate anion to give thiocyanohyd...Silica sulfuric acid was developed as a stable and efficient heterogeneous catalyst in organic synthesis. This solid acid catalyzed the regioselective ring opening of epoxides by thiocyanate anion to give thiocyanohydrins as key intermediates in agricultural and pharmaceutical chemistry in high yields under solvent-free conditions.展开更多
A cobalt-catalyzed ring-opening/hydroxylation cascade of highly strained cyclopropanols has been developed for the first time. The reaction was conducted under open-air atmosphere to afford a broad series of structura...A cobalt-catalyzed ring-opening/hydroxylation cascade of highly strained cyclopropanols has been developed for the first time. The reaction was conducted under open-air atmosphere to afford a broad series of structurally diverse β-hydroxy ketones in moderate to good yields with high regioselectivity.The protocol features mild reaction conditions, simple operation, high-functional-group tolerance, facile scalability, and heterocycle compatibility.展开更多
In the presence of molecular iodine, the reaction of alkenes with diselenides proceeds efficiently under air and at room temperature in mixed solvent MeCN/H2O, which affording β-hydroxy selenides with high regioselec...In the presence of molecular iodine, the reaction of alkenes with diselenides proceeds efficiently under air and at room temperature in mixed solvent MeCN/H2O, which affording β-hydroxy selenides with high regioselectivity and in good to excellent yields. This iodine-mediated vicinal difunctionalization of alkenes requires mild reaction conditions and is a simple procedure, which extends the synthetic application of molecular iodine in organic synthesis.展开更多
For the first time,metal hydrogen sulfates and phosphates/silica gel have been studied as efficient and powerful solid acid catalysts in the ring opening of epoxides with thiocyanate anion.The most significant result ...For the first time,metal hydrogen sulfates and phosphates/silica gel have been studied as efficient and powerful solid acid catalysts in the ring opening of epoxides with thiocyanate anion.The most significant result was obtained by Al(HSO4)3/SiO2which afforded the corresponding β-hydroxy thiocyanates under mild reaction conditions and in very short reaction times.The cheapness, availability of the catalyst,ease of procedure and work-up make this method attractive for the organic synthesis.展开更多
(-)-Tetrahydrolipstatin 1 was synthesized in three steps and 33.8% overall yield from aldehyde 6 by tandem Mukaiyama-aldol lactonization, which offered a concise, efficient and highly diastereoselective route to thi...(-)-Tetrahydrolipstatin 1 was synthesized in three steps and 33.8% overall yield from aldehyde 6 by tandem Mukaiyama-aldol lactonization, which offered a concise, efficient and highly diastereoselective route to this antiobesity drug. We also presented a resolution method for preparation of the crucial intermediate, β- (t-butyldimethylsilyloxy)tetradecanal.展开更多
We report a general and highly efficient Mukaiyama-aldol reaction of ketones and difluoroenoxysilanes.While the reaction of aryl ketones worked efficiently in the presence of Bi(OTf)_3, that of aliphatic ketones requi...We report a general and highly efficient Mukaiyama-aldol reaction of ketones and difluoroenoxysilanes.While the reaction of aryl ketones worked efficiently in the presence of Bi(OTf)_3, that of aliphatic ketones required the use of Sc(OTf_)3. In addition, Sc(OTf)_3 was capable of achieving excellent 1,2-selectivity in the corresponding reaction of α,β-unsaturated ketones. This method provides a facile access to differently substituted β-hydroxy α,α-difluoro ketones, versatile synthons for difluomethylated tertiary alcohols.展开更多
文摘Silica sulfuric acid was developed as a stable and efficient heterogeneous catalyst in organic synthesis. This solid acid catalyzed the regioselective ring opening of epoxides by thiocyanate anion to give thiocyanohydrins as key intermediates in agricultural and pharmaceutical chemistry in high yields under solvent-free conditions.
基金State Key Basic Research Program of the People's Republic of China(No.2018YFC0310900)National Natural Science Foundation of China(Nos.21871018,21732001)+9 种基金Shenzhen Science and Technology Innovation Committee(Nos.KQTD20190929174023858,JCYJ20180504165454447)Industry and Information Technology Bureau of Shenzhen Municipality(No.201806151622209330)Guangdong Science and Technology Program(No.2017B030314002)Shenzhen-Hong Kong Institute of Brain Science-Shenzhen Fundamental Research Institutions(No.2019SHIBS0004)the National Ten Thousand Talent Program(the Leading Talent Tier)for the financial supportthe Science and Technology Project of Henan Province(No.202102310328)the PhD Start-up Program of Anyang Institute of Technology(No.BSJ 2021042)Guangzhou Basic and Applied Basic Research Project in China(Nos.202102020134,202102020690)Youth Innovation Talents Project of Guangdong Universities(natural science)in China(No.2019KQNCX098)the Henan Postdoctoral Foundation and the Postdoctoral Innovation Base of Anyang Institute of Technology for financial support。
文摘A cobalt-catalyzed ring-opening/hydroxylation cascade of highly strained cyclopropanols has been developed for the first time. The reaction was conducted under open-air atmosphere to afford a broad series of structurally diverse β-hydroxy ketones in moderate to good yields with high regioselectivity.The protocol features mild reaction conditions, simple operation, high-functional-group tolerance, facile scalability, and heterocycle compatibility.
文摘In the presence of molecular iodine, the reaction of alkenes with diselenides proceeds efficiently under air and at room temperature in mixed solvent MeCN/H2O, which affording β-hydroxy selenides with high regioselectivity and in good to excellent yields. This iodine-mediated vicinal difunctionalization of alkenes requires mild reaction conditions and is a simple procedure, which extends the synthetic application of molecular iodine in organic synthesis.
基金the Shahid Chamran University Research Council for partial financial support of this work
文摘For the first time,metal hydrogen sulfates and phosphates/silica gel have been studied as efficient and powerful solid acid catalysts in the ring opening of epoxides with thiocyanate anion.The most significant result was obtained by Al(HSO4)3/SiO2which afforded the corresponding β-hydroxy thiocyanates under mild reaction conditions and in very short reaction times.The cheapness, availability of the catalyst,ease of procedure and work-up make this method attractive for the organic synthesis.
文摘(-)-Tetrahydrolipstatin 1 was synthesized in three steps and 33.8% overall yield from aldehyde 6 by tandem Mukaiyama-aldol lactonization, which offered a concise, efficient and highly diastereoselective route to this antiobesity drug. We also presented a resolution method for preparation of the crucial intermediate, β- (t-butyldimethylsilyloxy)tetradecanal.
基金supported by the National Basic Research Program of China (2015CB856600)the National Natural Science Foundation of China (21472049)
文摘We report a general and highly efficient Mukaiyama-aldol reaction of ketones and difluoroenoxysilanes.While the reaction of aryl ketones worked efficiently in the presence of Bi(OTf)_3, that of aliphatic ketones required the use of Sc(OTf_)3. In addition, Sc(OTf)_3 was capable of achieving excellent 1,2-selectivity in the corresponding reaction of α,β-unsaturated ketones. This method provides a facile access to differently substituted β-hydroxy α,α-difluoro ketones, versatile synthons for difluomethylated tertiary alcohols.