55669-73-3Relevant articles and documents
Solvent-free Chemoselective Synthesis of 1,1-diacetates Catalyzed by Iron Zirconium Phosphate
Karimi, Hirbod
, p. 1000 - 1010 (2015/12/01)
In the present study, a mild, rapid, and efficient method for the protection of aldehydes with acetic anhydride (AA) in the presence of iron zirconium phosphate (ZPFe), at room temperature is reported. Selective conversion of aldehydes was observed in the presence of ketones. Under these conditions, different aldehydes bearing electron-withdrawing and electron-donating substituents were reacted with AA and the corresponding 1,1-diacetates (acylals) were obtained in high to excellent yields. The steric and electronic properties of the different substrates had a significant influence on the reaction conditions. Also, the deprotection of 1,1-diacetates has been achieved using this catalyst in water. The catalyst was characterized by several physico-chemical techniques. It was recovered easily from the reaction mixture, regenerated, and reused at least 7 times without significant loss in catalytic activity. This protocol has the advantages of easy availability, stability, reusability of the eco-friendly catalyst, chemoselectivity, simple experimental and work-up procedure, solvent-free conditions and only a stoichiometric amount of AA is needed.
Synthesis of chiral tricarbonylchromium(0) aromatic aldehydes and their asymmetric aldol reaction with acetone
Shi, Jing-Jing,Zhao, Ling-Ling,Zhang, Xiao-Xiao,Wang, Chao,Wan, Yu,Xu, Zhou,Wu, Hui
scheme or table, p. 5319 - 5322 (2012/06/30)
The preparation of chiral tricarbonylchromium(0) aromatic aldehydes was improved in a shorter total time with higher yields comparing with previous methods. Their asymmetric aldol reactions with acetone were studied at room temperature.
Mild and chemoselective synthesis and deprotection of geminal diacetates catalyzed by titanium(IV) halides
Jung, Misuk,Yoon, Jieun,Kim, Hak Sung,Ryu, Jae-Sang
experimental part, p. 2713 - 2720 (2010/10/02)
A novel, mild, and chemoselective method was developed for the preparation of gem-diacetates from aldehydes and acetic anhydride in the presence of titanium(IV) fluoride (1-5 mol%) under solvent-free conditions at room temperature. The reaction showed a high chemoselectivity toward aldehydes in the presence of ketones. Moreover, titanium(IV) fluoride also catalyzed the deprotection of gem-diacetates to the corresponding aldehydes in water. This efficient and simple method has several benefits, including the use of an inexpensive catalyst, solvent-free conditions, mild reaction temperatures, and high yields, which make it both cost-effective and environmentally friendly. Georg Thieme Verlag Stuttgart.