Abstract: The present invention provides a nucleic acid having excellent cell membrane permeability.

Abstract: To provide a nucleic acid excellent in cell membrane permeability and a method for its production. A nucleic acid containing a C2-10 perfluoroalkyl group having from 1 to 5 ether-bonding oxygen atoms between carbon atoms; said nucleic acid wherein said perfluoroalkyl group is directly or indirectly bonded to the 5?- or 3?-end of the nucleic acid, or said perfluoroalkyl group is indirectly introduced between two nucleotides; or a nucleic acid medicine comprising, as an active ingredient, a nucleic acid containing a C2-10 perfluoroalkyl group, which may have from 1 to 5 ether-bonding oxygen atoms between carbon atoms.

Abstract: A peptide having a fluoroalkyl group as its side chain and a method for producing, which comprises condensing a compound represented by the formula (6-2) or (6-4), where means that an asymmetric carbon atom has an absolute configuration of S or R, Rf is a C1-30 alkyl group which is substituted with at least two fluorine atoms, and which may further be substituted with a halogen atom other than a fluorine atom (when the C1-30 alkyl group is a C2-30 alkyl group, it may have 1 to 5 etheric oxygen atoms between carbon atoms), and R2 is a protecting group for the amino group, with a fluorinated amino acid having its carboxy group protected, an amino acid having its carboxy group protected, a fluorinated peptide having its C-terminal protected, or a peptide having its C-terminal protected.

Abstract: A method for producing an optically active fluorine-containing oxeten, the method being provided to include the steps of causing a fluorine-containing ?-ketoester and an internal alkyne to react with each other in the presence of a transition metal complex that has an optically active ligand.

Abstract: Disclosed is a method of producing an optically active fluorinated oxetane, which can be an important pharmaceutical or agricultural intermediate, by reaction of a fluorinated ?-keto ester with an acyl alkenyl ether in the presence of a transition metal complex with an optically active ligand. This method utilizes a catalytic asymmetric synthesis process and does not require a stoichiometric amount of chiral source. It is thus possible to dramatically reduce the amount of use of the asymmetric catalyst especially when the reaction is performed at a high concentration of substrate (with the use of a small amount of reaction solvent) or in the absence of a reaction solvent (under neat conditions). Further, the target optically active fluorinated oxetane can be obtained with high yield and with very high optical purity. The product contains almost no difficult-to-separate impurity and shows high chemical purity.

Abstract: A method for producing an optically active fluorine-containing oxeten, the method being provided to include the steps of causing a fluorine-containing ?-ketoester and an internal alkyne to react with each other in the presence of a transition metal complex that has an optically active ligand.

Abstract: An optically active, fluorine-containing carbonyl-ene product is produced by reacting a fluorine-containing ?-ketoester with an alkene in the presence of a transition metal complex having an optically active ligand. There are Mode 1 of conducting this reaction in the absence of reaction solvent, Mode 2 of conducting this reaction in a solvent that is low in relative dielectric constant, and Mode 3 of conducting this reaction in a halogenated hydrocarbon-series solvent. In each of these three modes, it is possible to produce the optically active, fluorine-containing carbonyl-ene product with low cost.

Abstract: Disclosed is a method of producing an optically active fluorinated oxetane, which can be an important pharmaceutical or agricultural intermediate, by reaction of a fluorinated ?-keto ester with an acyl alkenyl ether in the presence of a transition metal complex with an optically active ligand. This method utilizes a catalytic asymmetric synthesis process and does not require a stoichiometric amount of chiral source. It is thus possible to dramatically reduce the amount of use of the asymmetric catalyst especially when the reaction is performed at a high concentration of substrate (with the use of a small amount of reaction solvent) or in the absence of a reaction solvent (under neat conditions). Further, the target optically active fluorinated oxetane can be obtained with high yield and with very high optical purity. The product contains almost no difficult-to-separate impurity and shows high chemical purity.

Abstract: An optically active, fluorine-containing carbonyl-ene product is produced by reacting a fluorine-containing ?-ketoester with an alkene in the presence of a transition metal complex having an optically active ligand. There are Mode 1 of conducting this reaction in the absence of reaction solvent, Mode 2 of conducting this reaction in a solvent that is low in relative dielectric constant, and Mode 3 of conducting this reaction in a halogenated hydrocarbon-series solvent. In each of these three modes, it is possible to produce the optically active, fluorine-containing carbonyl-ene product with low cost.