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Effect of Silyl Moiety on the Reaction of O,O'-Phenylenephosphoryl Chloride with N-Silylvaline Silyl Ester

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Chinese Chemical Letters 1997年第12期8卷 0-0页

作者： Qian WANG Hai Yan LU Yu Fen ZHAO (bioorganic phosphorus chemistry laboratory, Department of chemistry Tsinghua University, Beijing 100084) Tsinghua Univ Dept Chem Bioorgan Phosphorus Chem Lab Beijing 100084 Peoples R China

N-Trimethylsilylvaline trimethylsilyl ester IIa, N-triethylsilylvaline triethylsilyl ester IIb and N-tert-butyldimethylsilylvaline tert-butyldimethylester IIc showed evidently different reactivities with O,O'-phenylenephosphorylchloride The formation speed of the fmal spiro-bicyclic pentacoordinated phosphorus compounds IV depends on the intramolecular transfer ability of the silyl moiety crucially

关键词： MHz Phenylenephosphoryl Chloride with N-Silylvaline Silyl Ester Effect of Silyl Moiety on the Reaction of O,O

Pentacoordinated Spirophosphoranes from Amino Acid Sodium Salts

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Chinese Chemical Letters 1997年第5期8卷 397-400页

作者： Hai Yan LU Nan Jing ZRANG Yu Fen ZRAO(bioorganic phosphorus chemistry laboratory, Dcyartinen of chemistryTsinghua Uhiverslty, Beijing, 100084) TSING HUA UNIV DEPT CHEMBIOORGAN PHOSPHORUS CHEM LABBEIJING 100084PEOPLES R CHINA

The reactions of 2-chloro-1,3,2-dioxaphospholane with various sodium salts of amino acids to afford the pentacoordinated spirophosphoranes containing amino acid were studied by NMR spectra techniques. The results showed that natural alpha-amino acids had greater ability than beta-amino acids to form the pentacoordinated species, which is important in the biosynthesis and prebiotic synthesis of of oligopeptides and proteins.

关键词： Pentacoordinated Spirophosphoranes from Amino Acid Sodium Salts Li

Kinetic Studies on Reactions of Monocyclic Oxyphosphoranes with Ethylene Glycol

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Chinese Chemical Letters 1997年第2期8卷 149-152页

作者： Nan Ting ZHANG Xin CheN Yu Fen ZHAO(bioorganic phosphorus chemistry laboratory Department of chemistryTsinghua University, Beiing, 100084) TSING HUA UNIV DEPT CHEMBIOORGAN PHOSPHORUS CHEM LABBEIJING 100084PEOPLES R CHINA

The reaction of monocyclic oxyphosphorane compounds 1a,1b,1c with ethylene glycol in pyridine was studied by P-31 NMR. The results show that compound 1a with an unsaturated five-membered ring reacts faster than compound 1b with a saturated ring attached by two trans p-nitro phenyl groups, which in turn reacts greatly faster than the cis- compound 1c. To interpret the mechanism, a hexacoordinate intermediate whose five-membered ring occupied the e-, e- position was proposed.

关键词： Ethylene

Differentiation Effect of Pentacoordinate phosphorus on Carbohydrate Reaction

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Chinese Chemical Letters 1999年第5期10卷 387-388页

作者： Yong JU Yi CheN Yu Fen ZHAO (bioorganic phosphorus chemistry laboratory. Department of chemistry.Tsinghua University. Beijing 100084) Tsing Hua Univ Dept Chem Bioorgan Phosphorus Chem Lab Beijing 100084 Peoples R China

The reaction between D-glucose, D-ribose and 2, 2,2-trimethoxy-4, 5-diphenyl-2, 2-dihydro-1, 3, 2-dioxaphospholene were investigates by P-31 NMR and FAB-MS. The results showed that there were a lot of differences in the reactions via pentacoordinate phosphorus compound, and it should give it significant clue to the metabolism of carbohydrate phosphate in nature.

关键词： carbohydrate pentacoordinate oxyphosphorane biomimic mechanism

Electron Impact Mass Spectrometry of Acylaminotetraoxyphosphorane

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Chinese Chemical Letters 1997年第7期8卷 629-632页

作者： Nan Jing ZHANG Hai Yan LU Xin CheN Yu Fen ZHAO(bioorganic phosphorus chemistry laboratory, Department of chemistry Tsinghua University, Beijing 100084) TSING HUA UNIV DEPT CHEMBIOORGAN PHOSPHORUS CHEM LABBEIJING 100084PEOPLES R CHINA

The electron impact ionization mass spectral fragmentations of a series of acylaminotetraoxyphosphoranes were investigated. The results showed that EIMS of such compounds exhibited very characteristic fragmentation pa... 详细信息

关键词： Mass Electron Impact Mass Spectrometry of Acylaminotetraoxyphosphorane Chen

A Novel Synthesis of Methyl 4, 6-O-Benzylidene-α-D-Glucopyranoside 2, 3-Cyclic Phosphite Ethyl Ester

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Chinese Chemical Letters 1999年第6期10卷 457-458页

作者： Jian Jun HU Yong JU Yu Fen ZHAO(bioorganic phosphorus chemistry laboratory, Department of Chemisrty.Tsinghua University. Beijing. 100084) Tsing Hua Univ Bioorgan Phosphorus Chem Lab Dept Chem Beijing 100084 Peoples R China

A new compound. methyl 4. 6-O-benzylidene-a-D-glucopyranoside 2. 3-cyclicphosphite ethyl ester was synthesized via the reaction of methyl 4. 6-O-benzylidene-a-D-glucopyranoside and ethyl dichlorophosphite. Its structu... 详细信息

关键词： 2. 3-Cyclic glucopyranosyl phosphite ester synthesis structure determination

INTERMOLECULAR　PHOSPHORYL　GROUP　TRANSFER　FROM　N－（O，O－DⅡSOPROPYL）PHOSPHORYL　ASPARAGINE　TO　TRYPSIN

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Chinese Chemical Letters 1996年第7期7卷 615-616页

作者： Wei Hua ZHOU Yu Fen ZHAO(bioorganic phosphorus chemistry labortaor Tsinghua University, Beijing,100084) Bioorg. phosphorus Chem. Labortaor Tsinghua University Beijing 100084

In Tris-HCI buffer an intermolecular phosphoryl group transfer from N-(O,Odiisopeyl) phosphoryl asparagine (DIPPAsn) to trypsin was confirmed The resultsuggested an novel way to phosphorylate the protein without kina... 详细信息

关键词： SERINE

Direct nucleophilic C-1 addition of stable isochromenylium tetrafluoroborates under catalyst-free conditions:A new access to 1H-isochromenes

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Science China chemistry 2010年第4期53卷 869-876页

作者： HU ZhiLong, QIAN WenJian & YAO ZhuJun State key laboratory of bioorganic and Natural Products chemistry Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, Shanghai 200032, China 1. State key laboratory of bioorganic and Natural Products chemistry Chinese Academy of Sciences Shanghai 200032 China2. Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China

Direct additions of the stable isochromenylium tetrafluoroborates (ICTBs) were investigated with a number of readily available nucleophiles 2, yielding a variety of 1H-isochromenes 3 at low or mild temperatures withou... 详细信息

关键词： isochromenylium nucleophilic addition isochromene

^(31)P NMR Spectral Evidence for the Formation of Amino Acid Highcoordinated phosphorus Intermediates

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Chinese Chemical Letters 1998年第10期9卷 953-955页

作者： he Gui GONG Hua FU Zhao Long LI Yu Fen ZHAO(bioorganic phosphorus chemistry Lab., Department of chemistry, Tsinghua Univ., Beijing 100084) bioorganic phosphorus chemistry Lab Department of Chemistry Tsinghua Univ. Beijing 100084 China

The active intermediates of hexacoordinated 4-nitrotrispirophosphoric amino acid (P(6)-AA), which were formed by the reaction of 4-nitro-O,O-phenylene phosphochloridate (NOPPC) with silanizing serine, threonine and cysteine, were observed by 31P NMR spectra. The reaction mechanism of these processes was discussed. In addition, some interesting results were observed by mixing 4-nitro-2,2,2-tricloro-1,3,2-benzodioxaphosph(v)ole (NTB) with silanizing serine and histidine.

关键词： highcoordinated phosphorus amino acids