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| 1.
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Segi, Masahito ; Kawai, Katsuhiko ; Honda, Mitsunori ; Fujinami, Shuhei
概要:
金沢大学大学院自然科学研究科物質創成<br />金沢大学工学部<br />Stereoselective hetero Diels-Alder reaction of selenoaldehydes, generated by therma
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l retro Diels-Alder reaction of anthracene cycloadducts, with pentavalent 3,4-dimethylphosphole chalcogenides at 110 °C in toluene to give the corresponding [4+2] cycloadducts as a single diastereoisomer in good yields, accompanied by a slight scrambling of chalcogen atoms. Higher reaction temperature led to an increase of the scrambling between chalcogen atoms. © 2007 Elsevier Ltd. All rights reserved.
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| 2.
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Taniguchi, Kazutaka ; Okumura, Hisako ; Honda, Mitsunori ; Suda, Mitsuhiro ; Fujinami, Shuhei ; Kuwae, Akio ; Hanai, Kazuhiko ; Maeda, Shiro ; Kunimoto, Ko-Ki
概要:
金沢大学理工研究域物質化学系<br />The crystal structure of a new polymorph of 1-acetyl-2-thiohydantoin has been determined by X-ray di
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ffraction. The crystal, C5H6N2O2S, belongs to space group P1 with cell dimensions of a = 4.9865(7)Å, b = 5.5716(7)Å, c = 12.544(2)Å, a = 74.793(8)°, b = 80.413(9)°, g = 85.001(10)°. The final R1 value is 0.036 for 1304 reflections (I > 2.0s(I)). In the new polymorph, intermolecular hydrogen bonds are formed between the acetyl C=O and the amide N-H groups [N(1)·O(2)(i) 2.800(2)Å, N(1)-H·O(2)(i) 151.02o, symmetry codes: (i) x+1, y-1, z] to form an infinite chain structure. On the other hand, the hydrogen bonds in the known form are formed between the amide C=O and the amide N-H groups of the thiohydantoin rings. 2009 © The Japan Society for Analytical Chemistry.
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| 3.
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Ogawa, Toshikazu ; Okumura, Hisako ; Honda, Mitsunori ; Suda, Mitsuhiro ; Fujinami, Shuhei ; Kuwae, Akio ; Hanai, Kazuhiko ; Kunimoto, Ko-Ki
概要:
金沢大学理工研究域物質化学系<br />A new polymorphic crystal of the title compound, C3H4N2OS, belongs to space group P1 with cell dimen
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sions of a = 4.0520(9)Å, b = 6.550(1)Å, c = 9.170(2)Å, a = 100.148(4)°, b = 100.814(4)°, g = 96.831(4)°, R1= 0.069. Neighboring molecules are connected to form cyclic dimers via two types of hydrogen bonds, one between the thioamide groups and the other between the amide moieties, showing a distinctive difference from the hydrogen-bonding pattern of the known form. 2009 © The Japan Society for Analytical Chemistry.
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| 4.
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Sakai, Hiroki ; Ding, Xia ; Yoshida, Tetsusuke ; Fujinami, Shuhei ; Ukaji, Yutaka ; Inomata, Katsuhiko
概要:
金沢大学金沢大学理工研究域物質化学系<br />The regio- and enantioselective hetero Diels-Alder reaction of a nitroso compound with a cyclic
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dienol, cyclohexa-1,3-dienylmethanol, has been realized utilizing stoichiometric amount of tartaric acid ester as a chiral auxiliary to afford the corresponding dihydro-1,2-oxazine with complete regioselectivity and high enantioselectivity of up to 92% ee. A catalytic version of the asymmetric hetero Diels-Alder reaction of nitroso compounds with the dienol was also achieved to afford the corresponding optically active cycloadducts with up to 83% ee. The addition of MS 4A was crucial to realize reproducible high enantioselectivity. © 2008 The Japan Institute of Heterocyclic Chemistry All rights reserved.
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| 5.
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Osawa, Kunitoyo ; Furutachi, Hideki ; Fujinami, Shuhei ; Suzuki, Masatatsu
概要:
金沢大学理学部<br />金沢大学大学院自然科学研究科物質創成<br />The title complex, trans,trans,trans-[FeII(C10H 6NO2)2-(C2H6O) 2], is centrosymmetr
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ic and the quinaldinate ligands form five-membered chelate rings. The geometry of the complex is distorted octahedral, with a trans-FeN2O4 chromophore. The hydroxy H atom forms an intermolecular hydrogen bond with the carbonyl O atom of the quinaldinate ligand. © 2003 International Union of Crystallography Printed in Great Britain - all rights reserved.
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| 6.
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Serizawa, Masakazu ; Fujinami, Shuhei ; Ukaji, Yutaka ; Inomata, Katsuhiko
概要:
金沢大学理工研究域物質化学系<br />The asymmetric addition of alkynylzinc reagents, prepared in situ from dimethylzinc and 1-alkynes, t
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o α-dinitrones derived from glyoxal and N-(4-isopropylbenzyl)hydroxylamine was investigated by utilizing dicyclohexyl (R,R)-tartrate as a chiral auxiliary. The addition reaction of methyl(2-phenylethynyl)zinc afforded the corresponding optically active C2-symmetric (R,R)-bis(hydroxylamine) derivative with enantioselectivities of 90% and 81% ee by utilizing a stoichiometric and catalytic amount of the tartrate, respectively. Furthermore, the catalytic addition reaction of several alkynylzinc reagents also furnished the corresponding bis(hydroxylamine) with moderate to good enantioselectivities. © 2008 Elsevier Ltd. All rights reserved.
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| 7.
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Yoshida, Mari ; Sassa, Naotaro ; Kato, Tomomitsu ; Fujinami, Shuhei ; Soeta, Takahiro ; Inomata, Katsuhiko ; Ukaji, Yutaka
概要:
Desymmetrization of the divinyl carbinol 1,4-pentadien-3-ol was accomplished by the asymmetric 1,3-dipolar cycloaddition
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of azomethine imines based on a magnesium-mediated, multinucleating chiral reaction system utilizing diisopropyl (R,R)-tartrate as the chiral auxiliary. The corresponding optically active trans-pyrazolidines, each with three contiguous stereogenic centers, were obtained with excellent regio-, diastereo-, and enantioselectivity, with results as high as 99%ee. This reaction was shown to be applicable to both aryl- and alkyl-substituted azomethine imines. The use of a catalytic amount of diisopropyl (R,R)-tartrate was also effective when accompanied by the addition of MgBr2. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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| 8.
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Miyamoto, Yoshiaki ; Wada, Norihiro ; Soeta, Takahiro ; Fujinami, Shuhei ; Inomata, Katsuhiko ; Ukaji, Yutaka
概要:
The stereoselective direct transformation of N-(propargylic)hydroxylamines into cis-2-acylaziridines was achieved by the
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combined use of AgBF4 and CuCl. Copper salts were found to promote the transformation of the intermediary 4-isoxazolines into 2-acylaziridines and both 3-aryl- and 3-alkyl-substituted 2-acylaziridines could be prepared by using this method. Furthermore, subsequent 1,3-dipolar cycloaddition of azomethine ylides that were generated in situ from the intermediary 2-acylaziridines with maleimides was achieved in a stereoselective one-pot procedure to afford the corresponding 2-acylpyrrolidines, which consisted of an octahydropyrrolo[3,4-c]pyrrole skeleton. Love the way ylide: The transformation of N-(propargylic) hydroxylamines into cis-2-acylaziridines and subsequent 1,3-dipolar cycloaddition of the in situ generated azomethine ylides with maleimides stereoselectively afforded 2-acylpyrrolidines. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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| 9.
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Sakai, Takahiro ; Soeta, Takahiro ; Endo, Kohei ; Fujinami, Shuhei ; Ukaji, Yutaka
概要:
An asymmetric Strecker-type reaction of nitrones using acetone cyanohydrin as a source of HCN has been realized. A magne
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sium-tartramide complex, generated from (R,R)-2,3-dihydroxy-1,4-di(pyrrolidin-1-yl)-butane-1,4-dione and MeMgBr, promoted transcyanation from the bromomagnesium salt of the cyanohydrin, in the presence of a catalytic amount of DBU, to afford the corresponding optically active (S)-α-amino nitrile derivatives. The reaction was applicable to various nitrones giving high-to-excellent enantioselectivities. © 2013 American Chemical Society.
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| 10.
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Yoshida, Mari ; Sassa, Naotaro ; Kato, Tomomitsu ; Fujinami, Shuhei ; Soeta, Takahiro ; Inomata, Katsuhiko ; Ukaji, Yutaka
概要:
Desymmetrization of the divinyl carbinol 1,4-pentadien-3-ol was accomplished by the asymmetric 1,3-dipolar cycloaddition
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of azomethine imines based on a magnesium-mediated, multinucleating chiral reaction system utilizing diisopropyl (R,R)-tartrate as the chiral auxiliary. The corresponding optically active trans-pyrazolidines, each with three contiguous stereogenic centers, were obtained with excellent regio-, diastereo-, and enantioselectivity, with results as high as 99 %ee. This reaction was shown to be applicable to both aryl- and alkyl-substituted azomethine imines. The use of a catalytic amount of diisopropyl (R,R)-tartrate was also effective when accompanied by the addition of MgBr2. © 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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