| フルテキストURL | J_Org_Chem_80_6_3111.pdf |
|---|---|
| 著者 | Takamura, Hiroyoshi| Wada, Hiroko| Ogino, Mao| Kikuchi, Takahiro| Kadota, Isao| Uemura, Daisuke| |
| 抄録 | Four possible diastereomers of the C1-C13 fragment of symbiodinolide, which were proposed by the stereostructural analysis of the degraded product, were synthesized in a stereodivergent and stereoselective manner. The key transformations were aldol reaction of methyl acetoacetate with the aldehyde, diastereoselective reduction of the resulting β-hydroxy ketone, and the stereoinversion at the C6 position. Comparison of the (1)H NMR data between the four synthetic products and the degraded product revealed the relative stereostructure of the C1-C13 fragment of symbiodinolide. |
| 備考 | This is an Accepted Manuscript of an article published by American Chemical Society This research was supported by a Grant-in Aid for Scientific Research (No. 24710250) from the Japan Society for the Promotion of Science (JSPS). |
| 発行日 | 2015-02-27 |
| 出版物タイトル | The Journal of organic chemistry |
| 巻 | 80巻 |
| 号 | 6号 |
| 出版者 | American Chemical Society |
| 開始ページ | 3111 |
| 終了ページ | 3123 |
| ISSN | 00223263 |
| NCID | AA00704100 |
| 資料タイプ | 学術雑誌論文 |
| 言語 | English |
| OAI-PMH Set | 岡山大学 |
| 論文のバージョン | author |
| PubMed ID | 25723589 |
| DOI | 10.1021/acs.joc.5b00027 |
| Web of Sience KeyUT | 000351558400017 |
| 関連URL | isVersionOf https://doi.org/10.1021/acs.joc.5b00027 |
| フルテキストURL | Org_Lett_18_9_2110.pdf |
|---|---|
| 著者 | Takamura, Hiroyoshi| Kikuchi, Takahiro| Endo, Noriyuki| Fukuda, Yuji| Kadota, Isao| |
| 抄録 | The first total syntheses of sarcophytonolide H and the originally proposed and correct structures of isosarcophytonolide D have been achieved via transannular ring-closing metathesis (RCM). These total syntheses culminated in the stereostructural confirmation of sarcophytonolide H and the reassignment of isosarcophytonolide D, respectively. The antifouling activity of the synthetic sarcophytonolide H and its analogues was also evaluated. |
| 備考 | This is an Accepted Manuscript of an article published by American Chemical Society This work was supported by Okayama Foundation for Science and Technology and JSPS KAKENHI (24710250). |
| 発行日 | 2016-05-06 |
| 出版物タイトル | Organic Letters |
| 巻 | 18巻 |
| 号 | 9号 |
| 出版者 | American Chemical Society |
| 開始ページ | 2110 |
| 終了ページ | 2113 |
| ISSN | 15237060 |
| NCID | AA11347843 |
| 資料タイプ | 学術雑誌論文 |
| 言語 | English |
| OAI-PMH Set | 岡山大学 |
| 論文のバージョン | author |
| PubMed ID | 27093115 |
| DOI | 10.1021/acs.orglett.6b00737 |
| Web of Sience KeyUT | 000375891700042 |
| 関連URL | isVersionOf https://doi.org/10.1021/acs.orglett.6b00737 |
| フルテキストURL | Org_Lett_18_17_4380.pdf |
|---|---|
| 著者 | Murai, Masahito| Okada, Ryo| Nishiyama, Atsushi| Takai, Kazuhiko| |
| 抄録 | Use of a rhodium catalyst with (R)-(S)-BPPFA ligand allows efficient synthesis of sila[n]helicenes via dehydrogenative silylation of C-H bonds. By selecting the proper ligands, the current method provides the ability to prepare unsymmetrical sila[n]helicene derivatives without any oxidants. The resulting sila[6]helicene is a rare example of a five-membered ring-fused [6]helicene, which was isolated as a single pure enantiomer without substituents on the terminal benzene rings. |
| 備考 | This is an Accepted Manuscript of an article published by American Chemical Society |
| 発行日 | 2016-08-11 |
| 出版物タイトル | Organic Letters |
| 巻 | 18巻 |
| 号 | 17号 |
| 出版者 | American Chemical Society |
| 開始ページ | 4380 |
| 終了ページ | 4383 |
| ISSN | 1523-7060 |
| NCID | AA11347843 |
| 資料タイプ | 学術雑誌論文 |
| 言語 | English |
| OAI-PMH Set | 岡山大学 |
| 著作権者 | https://creativecommons.org/licenses/by-nc-nd/4.0/deed.ja |
| 論文のバージョン | author |
| PubMed ID | 27513028 |
| DOI | 10.1021/acs.orglett.6b02134 |
| Web of Sience KeyUT | 000382711200059 |
| 関連URL | https://doi.org/10.1021/acs.orglett.6b02134 |
| フルテキストURL | Org_Lett_18_7_1642.pdf |
|---|---|
| 著者 | Iwasaki, Masayuki| Topolovčan, Nikola| Hu, Hao| Nishimura, Yugo| Gagnot, Glwadys| nakorn, Rungsaeng Na| Yuvacharaskul, Ramida| Nakajima, Kiyohiko| Nishihara, Yasushi| |
| 抄録 | Palladium-catalyzed carbothiolation of terminal alkynes with azolyl sulfides affords various 2-(azolyl)alkenyl sulfides with perfect regio- and stereoselectivities. The present addition reaction proceeded through a direct cleavage of carbon-sulfur bonds in azolyl sulfides. The resulting adducts that are useful intermediates in organic synthesis are further transformed to multisubstituted olefins containing azolyl moieties. |
| 備考 | This is an Accepted Manuscript of an article published by American Chemical Society |
| 発行日 | 2016-03-21 |
| 出版物タイトル | Organic Letters |
| 巻 | 18巻 |
| 号 | 7号 |
| 出版者 | American Chemical Society |
| 開始ページ | 1642 |
| 終了ページ | 1645 |
| ISSN | 1523-7060 |
| NCID | AA11347843 |
| 資料タイプ | 学術雑誌論文 |
| 言語 | English |
| OAI-PMH Set | 岡山大学 |
| 著作権者 | https://creativecommons.org/licenses/by-nc-nd/4.0/deed.ja |
| 論文のバージョン | author |
| PubMed ID | 26998829 |
| DOI | 10.1021/acs.orglett.6b00503 |
| Web of Sience KeyUT | 000373519600037 |
| 関連URL | https://doi.org/10.1021/acs.orglett.6b00503 |
| フルテキストURL | Org_Lett_18_9_2020.pdf |
|---|---|
| 著者 | Morimoto, Naoki| Morioku, Kumika| Suzuki, Hideyuki| Takeuchi, Yasuo| Nishina, Yuta| |
| 抄録 | Indole readily undergoes nucleophilic substitution at the C3 site, and many indole derivatives have been functionalized using this property. Indole also forms indolium, which allows electrophilic addition in acidic conditions, but current examples have been limited to intramolecular reactions. C2 site-selective nucleophilic addition to indole derivatives using fluoroalcohol and a Lewis acid was developed. |
| 備考 | This is an Accepted Manuscript of an article published by American Chemical Society |
| 発行日 | 2016-04-27 |
| 出版物タイトル | Organic Letters |
| 巻 | 18巻 |
| 号 | 9号 |
| 出版者 | American Chemical Society |
| 開始ページ | 2020 |
| 終了ページ | 2023 |
| ISSN | 1523-7060 |
| NCID | AA11347843 |
| 資料タイプ | 学術雑誌論文 |
| 言語 | English |
| OAI-PMH Set | 岡山大学 |
| 著作権者 | https://creativecommons.org/licenses/by-nc-nd/4.0/deed.ja |
| 論文のバージョン | author |
| PubMed ID | 27119318 |
| DOI | 10.1021/acs.orglett.6b00629 |
| Web of Sience KeyUT | 000375891700019 |
| 関連URL | https://doi.org/10.1021/acs.orglett.6b00629 |
| フルテキストURL | Org_Lett_19_5_1092.pdf |
|---|---|
| 著者 | Iwasaki, Masayuki| Miki, Natsumi| Tsuchiya, Yuta| Nakajima, Kiyohiko| Nishihara, Yasushi| |
| 抄録 | Nickel-catalyzed direct selenation of benzamides bearing an 8-quinolyl auxiliary with elemental selenium provides benzoisoselenazolones in good yield via carbon-selenium and nitrogen-selenium bond formation under aerobic conditions. In addition to aryl C-H bonds, the method can also be applied to alkenyl C-H bonds, constructing an isoselenazolone skeleton. Simple mechanistic analysis shows that the reaction proceeds through a rate-determining C-H bond cleavage. The obtained benzoisoselenazolones are transformed into various organoselenium compounds and utilized as the catalyst for bromolactonization of alkenoic acids. |
| 備考 | This is an Accepted Manuscript of an article published by American Chemical Society |
| 発行日 | 2017-02-17 |
| 出版物タイトル | Organic Letters |
| 巻 | 19巻 |
| 号 | 5号 |
| 出版者 | American Chemical Society |
| 開始ページ | 1092 |
| 終了ページ | 1095 |
| ISSN | 1523-7060 |
| NCID | AA11347843 |
| 資料タイプ | 学術雑誌論文 |
| 言語 | English |
| OAI-PMH Set | 岡山大学 |
| 著作権者 | https://creativecommons.org/licenses/by-nc-nd/4.0/deed.ja |
| 論文のバージョン | author |
| PubMed ID | 28211695 |
| DOI | 10.1021/acs.orglett.7b00116 |
| Web of Sience KeyUT | 000395726100032 |
| 関連URL | https://doi.org/10.1021/acs.orglett.7b00116 |
| フルテキストURL | Chem_Mater_29_5_2150.pdf |
|---|---|
| 著者 | Morimoto, Naoki| Suzuki, Hideyuki| Takeuchi, Yasuo| Kawaguchi, Shogo| Kunisu, Masahiro| Bielawski, Christopher W.| Nishina, Yuta| |
| 抄録 | Graphite oxide (GO) and its constituent layers (i.e., graphene oxide) display a broad range of functional groups and, as such, have attracted significant attention for use in numerous applications. GO is commonly prepared using the “Hummers method” or a variant thereof in which graphite is treated with KMnO4 and various additives in H2SO4. Despite its omnipresence, the underlying chemistry of such oxidation reactions is not well understood and typically affords results that are irreproducible and, in some cases, unsafe. To overcome these limitations, the oxidation of graphite under Hummers-type conditions was monitored over time using in situ X-ray diffraction and in situ X-ray absorption near edge structure analyses with synchrotron radiation. In conjunction with other atomic absorption spectroscopy, UV–vis spectroscopy and elemental analysis measurements, the underlying mechanism of the oxidation reaction was elucidated, and the reaction conditions were optimized. Ultimately, the methodology for reproducibly preparing GO on large scales using only graphite, H2SO4, and KMnO4 was developed and successfully adapted for use in continuous flow systems. |
| 発行日 | 2017-03-02 |
| 出版物タイトル | Chemistry of Materials |
| 巻 | 29巻 |
| 号 | 5号 |
| 出版者 | American Chemical Society |
| 開始ページ | 2150 |
| 終了ページ | 2156 |
| ISSN | 15205002 |
| NCID | AA12096771 |
| 資料タイプ | 学術雑誌論文 |
| 言語 | English |
| OAI-PMH Set | 岡山大学 |
| 著作権者 | Copyright © 2017 American Chemical Society |
| 論文のバージョン | author |
| DOI | 10.1021/acs.chemmater.6b04807 |
| Web of Sience KeyUT | 000396639400027 |
| 関連URL | isVersionOf https://doi.org/10.1021/acs.chemmater.6b04807 |
| フルテキストURL | JoAmChemSoc_2017_139_12_4376.pdf |
|---|---|
| 著者 | Niho, Akiko| Yoshizawa, Susumu| Tsukamoto, Takashi| Kurihara, Marie| Tahara, Shinya| Nakajima, Yu| Mizuno, Misao| Kuramochi, Hikaru| Tahara, Tahei| Mizutani, Yasuhisa| Sudo, Yuki| |
| 抄録 | In organisms, ion transporters play essential roles in the generation and dissipation of ion gradients across cell membranes. Microbial rhodopsins selectively transport cognate ions using solar energy, in which the substrate ions identified to date have been confined to monovalent ions such as H+, Na+, and Cl-. Here we report a novel rhodopsin from the cyanobacterium Synechocystis sp. PCC 7509, which inwardly transports a polyatomic divalent sulfate ion, SO42-, with changes of its spectroscopic properties in both unphotolyzed and photolyzed states. Upon illumination, cells expressing the novel rhodopsin, named Synechocystis halorhodopsin (SyHR), showed alkalization of the medium only in the presence of Cl- or SO42-. That alkalization signal was enhanced by addition of a protonophore, indicating an inward transport of Cl- and SO42- with a subsequent secondary inward H+ movement across the membrane. The anion binding to SyHR was suggested by absorption spectral shifts from 542 to 536 nm for Cl- and from 542 to 556 nm for SO42-, and the affinities of Cl- and SO42- were estimated as 0.112 and 5.81 mM, respectively. We then performed time-resolved spectroscopic measurements ranging from femtosecond to millisecond time domains to elucidate the structure and structural changes of SyHR during the photoreaction. Based on the results, we propose a photocycle model for SyHR in the absence or presence of substrate ions with the timing of their uptake and release. Thus, we demonstrate SyHR as the first light-driven polyatomic divalent anion (SO42-) transporter and report its spectroscopic characteristics. |
| 備考 | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. |
| 発行日 | 2017-03-29 |
| 出版物タイトル | Journal of the American Chemical Society |
| 巻 | 139巻 |
| 号 | 12号 |
| 出版者 | American Chemical Society |
| 開始ページ | 4376 |
| 終了ページ | 4389 |
| ISSN | 00027863 |
| NCID | AA00692602 |
| 資料タイプ | 学術雑誌論文 |
| 言語 | English |
| OAI-PMH Set | 岡山大学 |
| 論文のバージョン | author |
| PubMed ID | 28257611 |
| DOI | 10.1021/jacs.6b12139 |
| Web of Sience KeyUT | 000398247100034 |
| 関連URL | isVersionOf https://doi.org/10.1021/jacs.6b12139 |