4646-80-4Relevant academic research and scientific papers
Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-carboxylates
Shao, Jiru,An, Caiyun,Wang, Sunewang R.
, p. 4030 - 4041 (2021/07/19)
A facile route to polysubstituted 2-pyrones from readily available 2-acylcyclopropane-1-aryl-1-carboxylates mediated by TfOH is reported. The strongly donating 1-aryl group is important for directing the C-C bond cleavage of the donor-acceptor cyclopropane ring, which then leads to the formation of the 2-pyrone ring through lactonization.
Enzyme-catalyzed domino reaction: Efficient construction of spirocyclic oxindole skeleton using porcine pepsin
He, Yan-Hong,He, Tao,Guo, Jun-Tao,Li, Rui,Xiang, Yang,Yang, Da-Cheng,Guan, Zhi
, p. 2239 - 2248 (2016/04/26)
Pepsin from porcine gastric mucosa was used as a sustainable and environmentally friendly biocatalyst in the domino Knoevenagel/Michael/Michael reaction for the synthesis of spirooxindole derivatives in methanol. A wide range of isatins and α,β-unsaturated ketones reacting with malononitrile provided the corresponding products in yields of up to 99% with diastereoselectivities of up to >99:1 dr. This pepsin-catalyzed domino reaction provided a novel case of enzyme catalytic promiscuity.
Sequential aldol Condensation-Transition metal-Catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids
Liao, Yuan-Xi,Xing, Chun-Hui,Israel, Matthew,Hu, Qiao-Sheng
supporting information; experimental part, p. 2058 - 2061 (2011/06/19)
Sequential aldol condensation of aldehydes with methyl ketones followed by transition metal-catalyzed addition reactions of arylboronic acids to form β-substituted ketones is described. By using the 1,1′;-spirobiindane- 7,7′;-diol (SPINOL)-based phosphite, an asymmetric version of this type of sequential reaction, with up to 92% ee, was also realized. Our study provided an efficient method to access β-substituted ketones and might lead to the development of other sequential/tandem reactions with transition metal-catalyzed addition reactions as the key step.
Reaction behavior of cyclopropylmethyl cations derived 1-phenylselenocyclopropylmethanols with acids
Honda, Mitsunori,Nishizawa, Toshiaki,Nishii, Yuko,Fujinami, Shuhei,Segi, Masahito
experimental part, p. 9403 - 9411 (2009/12/28)
The 1-phenylselenocyclopropylmethyl cations are generated by the reaction of the corresponding cyclopropylmethanols 1 with TsOH. The reaction in methanol proceeds to afford the homoallylic ethers 2, ring-enlargement products 3, 4, and ring opening product
Process for separating zinc salts from zinc alcoholates or zinc amides containing non-aqueous synthesis solvents
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Page/Page column 9-12, (2010/02/06)
A process for the removal of zinc from organic solutions containing zinc alcoholates or zinc amides comprises addition of an alkylating, arylating, acylating or silylating agent in the presence of a precipitating agent having at least two nitrogen donors followed by separation of the precipitated solid.
A Convenient and Efficient Unsymmetrical Ketone Synthesis from Acid Chlorides and Alkyl Iodides Catalyzed by Palladium
Tamaru, Yoshinao,Ochiai, Hirofumi,Sanda, Fumio,Yoshida, Zen-ichi
, p. 5529 - 5532 (2007/10/02)
Unsymmetrical ketones are prepared in good or excellent yields by a palladium catalyzed coupling reaction of acid chlorides and alkyl iodides meditated by Zn-Cu couple.
ALDOL CONDENSATIONS WITH METAL(II) COMPLEX CATALYSTS.
Irie,Watanabe
, p. 1366 - 1371 (2007/10/02)
Aldol condensations of aldehydes with ketones catalyzed by the first-row transition metal(II) complexes have been widely studied. Complexes of Co(II), Ni(II), Cu(II), and Zn(II) acetates with 2,2 prime -bypyridine were effective catalysts to afford cross-aldol condensation products, alpha , beta ,-unsaturated ketones, in high yields without any self-condensation products. The reaction of 2-butanone, unsymmetrical aliphatic ketone, with benzaldehyde took place regioselectively to give base-catalyzed-type products.
