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Teruaki Mukaiyama

Bio: Teruaki Mukaiyama is an academic researcher from Kitasato University. The author has contributed to research in topic(s): Silylation & Catalysis. The author has an hindex of 52, co-authored 1072 publication(s) receiving 14878 citation(s). Previous affiliations of Teruaki Mukaiyama include University of Tokyo & Tokyo University of Science.
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Journal ArticleDOI
Abstract: Pyridine-3-carboxylic anhydride (3-PCA) was found to function as an efficient coupling reagent for the preparation of carboxylic esters from various carboxylic acids with alcohols under mild conditions by a simple experimental procedure. This novel condensation reagent 3-PCA was applicable not only for the synthesis of achiral carboxylic esters catalyzed by 4-(dimethylamino)pyridine (DMAP) but also for the production of chiral carboxylic esters by the combination of chiral nucleophilic catalyst, such as tetramisole (=2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b][1,3]thiazole) derivatives. An efficient kinetic resolution of racemic benzylic alcohols with achiral carboxylic acids was achieved by using 3-PCA in the presence of (R)-benzotetramisole ((R)-BTM), and a variety of optically active carboxylic esters were produced with high enantiomeric excesses by this new chiral induction system without using a tertiary amine.

9 citations

Journal ArticleDOI
Abstract: In the presence of a catalytic amount of a transition metal compound such as [Rh(COD)Cl]2, Co(acac)2, or NiCl2, trimethylsilyl cyanide smoothly reacts with acetals to form α-methoxy carbonitriles in good yields. In the coexistence of catalytic amounts of [Rh(COD)Cl]2 and TMS-CN, silyl enol ethers or ketene silyl acetals react with acetals, aldehyes, or imines to yield the corresponding coupling products in good yields under almost neutral conditions.

1 citations

Journal ArticleDOI
Abstract: A catalytic cycle was effectively performed in highly stereoselective glycosylation of 1-O-acetyl-D-glucose by using active species generated from respective combinations of Lewis acids (SnCl4, GeCl4, SiCl4, GaCl3, InCl3, and HfCl4) and silver perchlorate.

Journal ArticleDOI
Abstract: In the presence of a catalytic amount of chiral diamine-coordinated tin(II) triflate, acetylenic aldehydes enantioselectively react with silyl enol ethers of thioesters to afford the corresponding aldol-type adducts, propargylic alcohols, in high yields. The products are easily converted to the corresponding optically active allene derivatives via effective chiral transfer.

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Journal ArticleDOI
Xinyu Bai1, Hou Qidong1, Hengli Qian1, Yifan Nie1  +6 moreInstitutions (1)
Abstract: Photocatalysis has exhibited huge potential in many reactions, but the design of metal-free photocatalytic material for selective upgrading of biomass is rarely achieved. Here, we report that the metal-free photocatalyst consisted of nitrogen-deficient carbon nitride (BNCN) and chlorin e6 (Ce6) can efficiently and selectively oxidize glucose into gluconic acid and glucaric acid. Introducing nitrogen defects could significantly enhance the optical absorption and modulate the band structure. In addition, the combination of Ce6 with BNCN further improve the optical absorption property and promote effective separation of photon-generated carriers. As expected, the resultant Ce6@BNCN catalyst gave a total selectivity of gluconic acid, glucaric acid and arabinose as high as 70.9% at glucose conversion up to 62.3%, as is superior to previously reported photocatalytic systems. The mechanism for the enhancement of catalytic performance and the reaction pathway were revealed by experimental studies combined with DFT calculations.

Journal ArticleDOI
Abstract: By changing the synthesis method and through the pourbaix diagram, a novel 0D organic−inorganic hybrid like perovskite system was crystallized by slow evaporation in an aqueous solution of 2-(aminomethyl) pyridine (2-amp) and tin chloride. Compound with the formula (C6H10N2)[SnCl3]Cl was characterized by single-crystal X-ray diffraction, Infrared spectroscopy (IR), and UV-Visible (UV-Vis) as well as photoluminescence (PL) technique and thermal analysis. The crystals of (C6H10N2)[SnCl3]Cl belong to the orthorhombic system with the Pbca space group. The crystalline stability is ensured by a three-dimensional network of N-H…Cl hydrogen bonds. Theoretical calculations were performed using density functional theory with the B3LYP/LanL2DZ level for studying the molecular structure and vibrational spectra of the title compound. A satisfactory agreement has been found between the calculated and the experimental vibrational frequencies. UV-Vis reveals that (C6H10N2)[SnCl3]Cl undergoes two absorption bands with an energy gap estimated to 3.27 eV. The material exhibits an important broad-band white light emission with a correlated color temperature of 4989 K with chromaticity coordinates (CIE) of (0.34, 0.33) and CRI of 92. According to others s2 Tin-complexes, this emission is mainly resulting from the self-trapped exciton transitions within the inorganic framework. Our contribution of luminescent 0D organic-inorganic hybrid materials as lead-free lighting systems opens up a new paradigm in functional materials design.

Journal ArticleDOI
Fang Sun1, Fangfang Lu1, Xue Song1, Wenchao Wu1  +5 moreInstitutions (2)
Abstract: An NHC-catalyzed regiospecific allylation of α-substituted allenoates with MBH carbonates derived from aryl aldehyde furnished highly functionalized 1,5-enynes bearing a quaternary carbon successfully. Combining with DFT calculations, the reaction mechanism of this conversion was proposed. This method has the advantages of high regioselectivity, good yields and mild reaction conditions. This transformation not only provided a new access to 1,5-enyne, but also enriched the chemistry of allenoates and NHC catalysis.

Book ChapterDOI
Gaëlle Blond1, Jean Suffert1Institutions (1)
01 Jan 2022
Abstract: A series of 4-exo-dig cyclocarbopalladations has been efficiently used to produce molecular complexity in a straightforward manner. Strained 1,2-cyclobutanediols are rapidly obtained, usually under microwave irradiation, in high yields. In many cases, the cyclocarbopalladation cascade reaction is associated with 6π- or 8π-electrocyclic reactions. Polycyclic skeletons of unnatural or natural products can be prepared in a few steps from simple starting materials. Very strained aromatic polycycles, the taxane framework, cyclooctatrienes, cyclooctatetraenes, fenestranes, and fenestrenes have been obtained using this methodology.

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Author's H-index: 52

No. of papers from the Author in previous years