39157-05-6Relevant academic research and scientific papers
Synthesis method and applications of N heteroatom polysubstituted benzoquaternary cycloketone
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Paragraph 0075; 0081-0084, (2020/03/12)
The invention discloses an N heteroatom polysubstituted benzoquaternary cycloketone synthesis method. According to the invention, the synthetic route starts from a known aniline compound A, the hundred g-scale preparation can be achieved, the yield can ac
Catalytic Enantioselective Synthesis of 3,4-Polyfused Oxindoles with Quaternary All-Carbon Stereocenters: A Rh-Catalyzed C-C Activation Approach
Qiu, Bo,Li, Xiao-Tong,Zhang, Jian-Yu,Zhan, Jun-Ling,Huang, Shuang-Ping,Xu, Tao
supporting information, p. 7689 - 7693 (2018/12/14)
The first Rh-catalyzed enantioselective synthesis of a 3,4-polyfused oxindole ring system enabled by carboacylation of acrylic amides based on C-C activation is reported. This transformation provides a new entry to access 3,4-polyfused oxindoles bearing q
A convenient and efficient one-pot synthesis of arylacetones from (E)-3-aryl-2-methylacrylic acids by curtius rearrangement
He, Xin,Cao, Chong,Liang, Jingwei,Li, Xinyang,Zhang, Tingjian,Meng, Fanhao
, p. 386 - 390 (2017/02/10)
A convenient and efficient method was developed for the synthesis of arylacetones from (E)-3-aryl-2-methylacrylic acids through a Curtius rearrangement. The Curtius rearrangement of (E)-3-aryl-2-methylacryloyl azides and subsequent hydrolysis proceeded at mild temperatures in a two-phase medium of carbon tetrachloride and water containing a catalytic amount of tetrabutylammonium bromide to give the corresponding derivatives in 82-93% yield.
Catalytic Enantioselective Nazarov Cyclization
Jolit, Anais,Dickinson, Cody F.,Kitamura, Kei,Walleser, Patrick M.,Yap, Glenn P. A.,Tius, Marcus A.
supporting information, p. 6067 - 6076 (2017/11/14)
A detailed account of an asymmetric Nazarov cyclization that leads to α-hydroxycyclopentenones bearing either vicinal, all-carbon quaternary centers, or vicinal quaternary and tertiary centers is given. The all-aliphatic examples represent the greatest challenge, as the dienone starting materials are not activated toward cyclization by an aryl group. The rational design and optimization of the substrates in parallel with optimization of the chiral Br?nsted acid catalyst is also described, as well as a series of diastereoselective transformations of a fully substituted cyclopentenone product.
Rhodium/bisphosphine-thiourea-catalyzed enantioselective hydrogenation of α,β-unsaturated: N -acylpyrazoles
Li, Pan,Hu, Xinquan,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 11677 - 11680 (2016/10/04)
We successfully extended our Rh/bisphosphine-thiourea (ZhaoPhos) catalytic system to asymmetric hydrogenation of α,β-unsaturated N-acylpyrazoles affording products with high yields and excellent enantioselectivities (up to 97% yield, 99% ee). The pyrazole
Enantioselective palladium(0)-catalyzed nazarov-type cyclization
Kitamura, Kei,Shimada, Naoyuki,Stewart, Craig,Atesin, Abdurrahman C.,Atein, Tülay A.,Tius, Marcus A.
supporting information, p. 6288 - 6291 (2015/05/20)
A Pd0-catalyzed asymmetric Nazarov-type cyclization is described. The optimized ligand for the reaction incorporates a weakly coordinating pyridine ring into a TADDOL-derived phosphoramidite (TADDOL=α,α,α,α-tetraaryl-1,3-dioxolane-4,5-dimethanol). The reaction leads to the formation of cyclopentenones as single diastereoisomers that incorporate two contiguous asymmetric centers, one tertiary and one an all-carbon-atom quaternary stereocenter, in high yield and optical purity. It is noteworthy that the reaction does not require that substrates should be activated by aryl substituents.
