Art

J-GLOBAL ID：201702222847993249   Reference number：17A0250279

Structural Determination, DFT Calculation, and Formation Mechanism of Ethyl 2-Cyano-3-alkoxypent-2-enoates Synthesized via Ru-Mediated Coupling Reaction between α,β-Unsaturated Acetals and Cyanoacetate

α,β-不飽和アセタールとシアノ酢酸エステルとのRu媒介カップリング反応により合成された2-シアノ-3-アルコキシペンタ-2-エン酸エチルの構造決定,DFT計算,ならびに生成機構

Author (6)： Seino Hidetake (Faculty of Education and Human Studies, Akita University) ,  Kondo Takumi (Center for Promotion of Higher Education, Kogakuin University) ,  Mochizuki Chihiro (Center for Promotion of Higher Education, Kogakuin University) ,  Tokunaga Ken (Center for Promotion of Higher Education, Kogakuin University) ,  Yamaguchi Motowo (Department of Applied Chemistry, Graduate School of Urban Environmental Sciences, Tokyo Metropolitan University) ,  Sato Mitsunobu (Department of Applied Physics, School of Advanced Engineering, Kogakuin University)
Material： Bulletin of the Chemical Society of Japan  (Bull Chem Soc Jpn)
Volume： 90  Issue： 1  Page： 79-87(J-STAGE)  Publication year： 2017 
JST Material Number： G0450A  ISSN： 0009-2673  CODEN： BCSJA8  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *density functional method ,  solid phase ,  *acetal ,  condensation reaction ,  *basis set ,  coupling reaction ,  molecular distortion ,  steric conformation ,  *steric hindrance ,  olefin compound ,  aliphatic nitrile ,  ruthenium catalyst
Semi thesaurus term： unsaturated nitrile

JST classification (1)： Stereochemistry of organic reaction  (CF02130V)

Substance index (7)： (E)-2-Cyano-3-ethoxy-2-pentene-1-carboxylic acid ethyl ester ,  (E)-2-Cyano-3-methoxy-2-pentene-1-carboxylic acid ethyl ester ,  (Z)-2-Cyano-3-ethoxy-2-pentene-1-carboxylic acid ethyl ester ,  (Z)-2-Cyano-3-methoxy-2-pentene-1-carboxylic acid ethyl ester ,  3,3-Diethoxy-1-propene ,  3,3-Dimethoxy-1-propene ,  Cyanoacetic acid ethyl

Reference (81)：

• 1) Ruthenium in Organic Synthesis, ed. by S. Murahashi, Wiley-VCH, Weinheim, 2004. doi:10.1002/3527603832.
• 2) a) S. Murahashi, T. Naota, E. Saito, J. Am. Chem. Soc. 1986, 108, 7846.
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• 2) c) S. Murahashi, T. Naota, H. Taki, M. Mizuno, H. Takaya, S. Komiya, Y. Mizuho, N. Oyasato, M. Hiraoka, M. Hirano, A. Fukuoka, J. Am. Chem. Soc. 1995, 117, 12436.
• 2) d) S. Murahashi, T. Naota, Bull. Chem. Soc. Jpn. 1996, 69, 1805.

Terms in the title (8)： 不飽和 ,  アセタール ,  シアノ酢酸 ,  エステル ,  Ru ,  カップリング反応 ,  酸 ,  DFT計算