66869-82-7Relevant academic research and scientific papers
Organocatalytic Enantioselective Conjugate Alkynylation of β-Aminoenones: Access to Chiral β-Alkynyl-β-Amino Carbonyl Derivatives
Mao, Bin,Meng, Xin,Wang, Jian-Fei,Yu, Chuan-Ming,Zhang, Chao-Huan
supporting information, p. 7427 - 7432 (2020/10/09)
Readily available potassium alkynyltrifluoroborates were used for organocatalytic asymmetric conjugate alkynylation of β-enaminones. The interception of a modified binaphthol catalyst and in situ generated organodifluoroboranes proved important to access functionalized β-alkynyl-β-amino carbonyls and derivatives with improved chemo-reactivity and enantio-induction. Mechanistic studies revealed the impact of molecular sieves on efficiency and stereocontrol. The products undergo additional functionalization to yield a diverse set of valuable β-alkynyl-β-amino carbonyl scaffolds.
Strategy for Catalytic Chemoselective Cross-Enolate Coupling Reaction via a Transient Homocoupling Dimer
Tanaka, Takafumi,Tanaka, Tsukushi,Tsuji, Taro,Yazaki, Ryo,Ohshima, Takashi
supporting information, p. 3541 - 3544 (2018/06/26)
A new strategy, a transient homocoupling dimer strategy, for direct catalytic oxidative cross-enolate coupling reactions is developed. Cross-enolate coupling products bearing a (contiguous) tetrasubstituted carbon center were obtained chemoselectively without the need for stoichiometric amounts of strong bases/metal oxidants, and thus, the present catalysis provides a general method for the synthesis of unnatural α,α-disubstituted amino acid motifs. The distinct transformation of azlactone and 2-acylimidazole units highlighted the synthetic utility of the present catalysis.
Production of optically active aromatic compounds having nitrogen atoms in a ring structure comprising
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Paragraph 0029-0031, (2017/08/02)
PROBLEM TO BE SOLVED: To provide a production method for obtaining an optically active aromatic compound having a cyclic structure including a nitrogen atom, in which a modified group can be removed while keeping a high yield and optical purity, with a high yield in a high enantioselective manner.SOLUTION: An aromatic compound described below is used as a substrate: in the aromatic compound, an amino group expressed by -NHR11 (where R11 is an arene sulfonyl group) is bonded to one of two carbon atoms constituting a benzene ring and adjoining to each other, and -R13-CHR15-C(=O)-Z (where R13 represents a methylene or an ethylene which may have a substituent, R15 represents a hydrogen atom, an alkyl group which may have a substituent, or a cycloalkyl group which may have a substituent, and Z represents a heteroaryl group which may have a substituent) is bonded to the other carbon atom. The substrate is made to react in a system to which N-spiro C2 axis asymmetric quaternary ammonium iodide and an oxidizing agent are supplied so as to obtain an aromatic compound having a cyclic structure including a nitrogen atom derived from the above amino group.
