A5091526594- Carbohydrate Chemistry and Synthesis
- Synthetic Organic Chemistry Methods
- Asymmetric Synthesis and Catalysis
- Glycosylation and Glycoproteins Research
- Chemical Synthesis and Analysis
- Chemical Synthesis and Reactions
- Fungal Plant Pathogen Control
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- Asymmetric Hydrogenation and Catalysis
- Enzyme Production and Characterization
- Synthesis and biological activity
- Marine Sponges and Natural Products
- Analytical Chemistry and Chromatography
- Biochemical and Molecular Research
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- Boron Compounds in Chemistry
- Cyclopropane Reaction Mechanisms
- Chemical synthesis and alkaloids
- Boron and Carbon Nanomaterials Research
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Tokyo University of Science
2004-2021
University of the Sciences
2013
Toray (United States)
2004
Toray Industries, Inc. (Japan)
2004
The University of Tokyo
1990-2001
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAsymmetric aldol reaction between achiral silyl enol ethers and aldehydes by use of a chiral promoter systemShu Kobayashi, Hiromi Uchiro, Yuko Fujishita, Isamu Shiina, Teruaki MukaiyamaCite this: J. Am. Chem. Soc. 1991, 113, 11, 4247–4252Publication Date (Print):May 1, 1991Publication History Published online1 May 2002Published inissue 1 1991https://pubs.acs.org/doi/10.1021/ja00011a030https://doi.org/10.1021/ja00011a030research-articleACS...
Abstract Highly enantioselective aldol reaction of silyl enol ethers with aldehydes is performed by the use a catalytic amount chiral diamine coordinated tin(II) triflate according to slow addition procedure.
Total synthesis of Hirsutellone B has been achieved by a convergent synthetic strategy. This features direct construction the highly strained 13-membered macrocycle utilizing Ullmann-type reaction. To best our knowledge, this is first application macrocyclization an intramolecular reaction between aliphatic alcohol and aryl halide.
Abstract Anti-α,β-dihydroxy thioesters are prepared with excellent enantioselectivities by the asymmetric aldol reaction between both achiral aldehydes and silyl enol ethers derived from α-benzyloxy in presence of a chiral promoter consisted diamine coordinated tin(II) triflate dibutyltindiacetate.
Abstract syn- and anti-1,2-Diol units were prepared by using asymmetric aldol reactions of the silyl enol ethers derived from α-alkoxythioacetic S-esters with aldehydes. In presence tin(II) triflate, a chiral diamine, dibutyltin diacetate, (Z)-2-benzyloxy-1-ethylthino-1-(trimethylsiloxy)ethene reacted aldehydes to afford corresponding anti-aldol adducts in high yields excellent diastereo- enantioselectivities, while syn-adducts obtained...
Human glyoxalase I (hGLO I) is a rate-limiting enzyme in the pathway for detoxification of apoptosis-inducible methylglyoxal (MG), which side product tumor-specific aerobic glycolysis. GLO has been reported to be overexpressed various types cancer cells, and expected as an attractive target development new anticancer drugs. We previously discovered novel inhibitor hGLO I, named TLSC702, by our silico screening method. Here, we show that TLSC702 inhibits proliferation human leukemia HL-60...
Abstract In the presence of a catalytic amount several trityl salts, 2,3,5-tri-O-benzyl-d-ribofuranose smoothly reacted with alcohols to give various β-ribofuranosides in high yields stereoselectivity while reversed was observed coexistence lithium perchlolate.
Abstract Lithium bis[(trifluoromethyl)sulfonyl]imide was found to be a new and effective additive in the stereocontrolled synthesis of α-d-ribofuranosides from 2,3,5-tri-O-benzyl-d-ribofuranose several alcohols while β-anomers were formed absence lithium salt. A hypothetical mechanism this reverse stereocontrol yield by influence salt is discussed.
Abstract Perfect stereochemical control in the synthesis of syn-α-methyl-β-hydroxy thioesters are achieved by asymmetric aldol reaction between silyl enol ether S-ethyl propanethioate and aldehydes use a chiral promoter consisted diamine coordinated tin(II) triflate tributyltin fluoride.
Abstract The first total synthesis of diaporthichalasin has been successfully achieved and complete structure elucidation, including the absolute configuration, was also accomplished. intramolecular Diels–Alder (IMDA) reaction between diene side chain on decalin skeleton α,β‐unsaturated γ‐hydroxy‐γ‐lactam in aqueous media effectively employed as key step. From this synthetic study, we found that is an essential precursor for construction diaporthichalasin‐type pentacyclic skeleton. This...
PEGylated liposomes are one of the useful boron carriers for neutron capture therapy (BNCT). Recently, a method adding PEG after liposome formation (post-insertion) was reported. In this study, we prepared polyborane-encapsulated BNCT with half amount DSPE-PEG conventional using post-insertion technique (post-PEG liposomes), and their usefulness were evaluated in comparison (pre-PEG liposomes). From results physicochemical property measurements, it confirmed that particle size distributions,...
Abstract Highly stereoselective synthesis of β-d-deoxyribonucleosides from 1-O-acetyl-5-O-benzyl-2-deoxy-3-diethylthiocarbamoyl ribofuranoside (3) is performed by the reaction with silylated pyrimidine nucleobases in presence a catalytic amount several Lewis acids.
Abstract The glycosylation reaction of several alcoholic nucleophiles with 2,3,4,6-tetra-O-benzyl-d-galactopyranose (1-hydroxy sugar) is successfully carried out by the combined use Sn(OTf)2-Me3SiCl catalyst system and lithium perchlorate, an effective additive. Several α-d-galactopyranosides are obtained in good yields high stereoselectivities.
Abstract An efficient chiral promoter, diamine coordinated tin(II) triflate–dibutyltindiacetate complex, promotes the asymmetric aldol type reaction between both achiral silyl enol ethers derived from thioesters and a wide variety of aldehydes in high yields with perfect stereochemical control.