巻号一覧
72 巻, 10 号
選択された号の論文の12件中1～12を表示しています
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巻頭言
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淺見 真年2014 年 72 巻 10 号 p. 1083
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル オープンアクセスPDF形式でダウンロード (764K)
総説および総合論文
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今本 恒雄, 杉矢 正, 大原 宣彦, 田村 健2014 年 72 巻 10 号 p. 1084-1096
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル 認証ありThis review describes the recent progress of the synthesis of P-chiral phosphine ligands and their applications in transition-metal-catalyzed asymmetric reactions. Many enantiomerically pure P-chiral phosphine ligands have been prepared by the use of phosphine-boranes as the intermediates. Among the ligands prepared hitherto, the bidentate ligands with tert-butyl groups at the phosphorus atoms exhibit remarkably high enantioinduction ability in many catalytic asymmetric reactions, particularly in rhodium-catalyzed hydrogenations. Both enantiomers of air-stable ligands, QuinoxP* and BenzP*, are produced via (R)- and (S)-tert-butylmethylphosphine-boranes. These two ligands have been successfully used not only in asymmetric hydrogenations but also in enantioselective carbon-carbon or carbon-heteroatom bond-forming reactions. Many other P-chiral phosphine ligands reported since 2001 are also described.抄録全体を表示PDF形式でダウンロード (2052K) -
小林 慶行, 本田 雄, 益田 剛, 荒井 雅巳2014 年 72 巻 10 号 p. 1097-1109
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル 認証ありLaninamivir Octanoate (Inavir®) (1) is the long-acting anti-influenza drug, and has been launched in 2010. It is the prodrug of laninamivir (2), which is a neuraminidase inhibitor, and it shows the clinically interesting drug profile such as “single inhaled administration for the treatment of influenza”. Herein, we describe the synthetic aspects for the drug discovery program on Laninamivir Octanoate (Inavir®) (1) and its related compounds, featuring 1) the introduction of fully-protected guanidyl group to C-4 position of laninamivir (2), 2) the synthesis of a variety of 7-modified sialic acids from 4-modified N-acetyl glucosamines and 4-modified N-acetyl mannnosamines via enzymatic aldol condensation using Neu5Ac aldolase, and 3) the development of direct alkylation to less reactive C-7 OH group of sialic acid. Also, we describe the topics on our derivatization diversified by these synthetic methods to discover Laninamivir Octanoate (Inavir®) (1).抄録全体を表示PDF形式でダウンロード (3318K) -
松原 公紀2014 年 72 巻 10 号 p. 1110-1119
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル 認証ありSeveral new nickel complexes bearing bulky N-heterocyclic carbene (NHC) ligands were developed as highly active catalysts in order to achieve efficient cross-coupling reactions of aryl halides. These complexes were identified on the basis of NMR, IR, MS spectroscopy and determined by X-ray crystallography. It should be noted that the steric requirements of the most bulky carbene, IPr (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), controlled the reactivity of the nickel compounds to form catalytically active unsaturated species. That is, the NHC ligand stabilizes unusual paramagnetic or diamagnetic monovalent nickel compounds, which have performed high catalytic activity via a specific catalytic cycle between Ni(I)-Ni(I) and Ni(II)-Ni(II) species in the cross-coupling reactions. Kumada-Tamao-Corriu cross-coupling and Buchwald-Hartwig amination of aryl halides, and α-arylation of linear ketones were achieved to form corresponding coupling products in sufficient yields. In particular, amination with diarylamines proceeded efficiently under mild conditions to form triarylamine derivatives which are very important in optical or electronic organic devices, in contrast to the corresponding palladium chemistry.抄録全体を表示PDF形式でダウンロード (2053K) -
斉藤 毅, 西山 繁2014 年 72 巻 10 号 p. 1120-1130
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル 認証ありThe novel organic iodine (III) reagent, phenyliodine bis(trifluoroethoxide) (PIFE), was developed by means of electrochemical oxidation process from iodobenzene. PIFE showed the great reactivity against amide derivatives such as methoxy and acyl anilide as well as commercially available organic iodine (III) reagents, and pH of its reaction media was almost neutral. The oxidative syntheses of azaspirodienone and quinolinone through the nitrenium ion were successfully achieved with PIFE. Moreover, oxidative ring closing reaction of biaryl acetoanilide was also achieved with PIFE not the presence of transition metal catalyst and provided several carbazole derivatives. During the course of our exploratory research for the scope and limitation of oxidative ring formation with PIFE, the authors developed the novel pyrolidinoindoline synthetic method by means of organic iodine (III) reagents.抄録全体を表示PDF形式でダウンロード (1734K) -
入江 亮, 古澤 将樹, 有田 光佑, 井川 和宣, 友岡 克彦2014 年 72 巻 10 号 p. 1131-1142
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル 認証ありOxa-heterocyclic compounds such as benzofurans, chromenes, and chromanes constitute a diverse array of biologically active materials. Furthermore, extended π-conjugated systems, in which oxa-heteroaromatic and benzene rings are condensed alternately, have been exploited as components of photoelectronic devices. Thus, the development of efficient synthetic approaches toward these valuable classes of heterocycles has been pursued. Among those precedented heterocyclization methods, domino cyclodehydrogenation and cycloisomerization reactions are highly attractive as they could produce elaborate heterocyclic frameworks from readily available starting materials in an atom-efficient manner. Herein, we wish to report the novel multimode domino ring-forming reactions of o-phenylenediyne-linked bis(arenol)s (aromatic diyne systems) and its analogous aromatic enyne systems to provide unique fused oxa-heterocycles, which are otherwise difficult to synthesize.抄録全体を表示PDF形式でダウンロード (1936K) -
犀川 陽子, 田中 教介, 中田 雅也2014 年 72 巻 10 号 p. 1143-1153
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル 認証ありAnsa-compounds have intriguing molecular structures and highly potent bioactivities. One of the ansa-compounds, kendomycin, has an oxa-metacyclophane skeleton with quinone methide core and a fully substituted tetrahydropyran ring. In contrast to a common synthetic strategy for construction of the ansa-skeleton via elongation of an alkyl chain from an aromatic core followed by macrocyclization, we challenged a new method for construction of the ansa-skeleton via simultaneous macrocyclization and benzannulation (using intramolecular Dötz benzannulation). Understanding the reactivity of various Fischer-type ω-alkynyloxy chromium carbene complexes with kendomycin analogs syntheses led to achievement of the total synthesis of kendomycin. Investigations of structure-activity relationships revealed the need for an ansa-skeleton for antimicrobial activity.抄録全体を表示PDF形式でダウンロード (1846K)
Review de Debut
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河合 洋幸2014 年 72 巻 10 号 p. 1154-1155
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル オープンアクセスFunctionalizations of carbonyl compounds are absolutely essential transformations in the field of organic synthesis. Carbonyl functional moieties readily react with nucleophiles (at ipso-carbon) and electrophiles (α-carbon substitution), however, the direct β-functionalization of α,β-saturated carbonyl compounds is rare, and poses a synthetic challenge. Two novel β-activation methodologies appeared in 2013, enabled by organocatalysts.抄録全体を表示PDF形式でダウンロード (1106K) -
矢田 陽2014 年 72 巻 10 号 p. 1156-1157
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル オープンアクセスA direct functionalization of carbonyl compounds is essential in organic synthesis. While palladium-catalyzed α-arylations of variety of carbonyl compounds with aryl halides have been well reported, the corresponding β-arylations are much less explored. Herein palladium-catalyzed direct β-arylation reactions of carbonyl compounds such as carboxylic esters and ketones with aryl halides are reviewed.抄録全体を表示PDF形式でダウンロード (1037K) -
星本 陽一2014 年 72 巻 10 号 p. 1158-1159
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル オープンアクセスThe 56-years old “Breslow intermediate” has played a most important role in the umpolung reaction of aldehydes triggered by carbenes such as N-heterocyclic carbenes. Chemists have paid enormous efforts to capture the Breslow intermediate (or its analogues); however, it still remains a challenge. In this review, recent progresses in this field are briefly summarized.抄録全体を表示PDF形式でダウンロード (1282K)
十字路
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小林 慶行, 松原 公紀, 斉藤 毅, 入江 亮2014 年 72 巻 10 号 p. 1161
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル オープンアクセスPDF形式でダウンロード (735K)
Let’s Challenge!
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2014 年 72 巻 10 号 p. 1162-1165
発行日: 2014/10/01
公開日: 2014/11/17
ジャーナル 認証あり
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