Art

J-GLOBAL ID：201402289594551364   Reference number：14A0430917

Synthesis of Chiral Building Blocks for Oxygenated Terpenoids through a Simultaneous and Stereocontrolled Construction of Contiguous Quaternary Stereocenters by an Ireland-Claisen Rearrangement

Ireland-Claisen転位による隣接四級立体中心の同時且つ立体制御構築による含酸素テルペノイドのキラル構成要素の合成

Author (5)： AKAHORI Yoshihiro (Nagoya City Univ., Nagoya, JPN) ,  YAMAKOSHI Hiroyuki (Nagoya City Univ., Nagoya, JPN) ,  SAWAYAMA Yuki (Nagoya City Univ., Nagoya, JPN) ,  HASHIMOTO Shunichi (Hokkaido Univ., Sapporo, JPN) ,  NAKAMURA Seiichi (Nagoya City Univ., Nagoya, JPN)
Material： Journal of Organic Chemistry  (J Org Chem)
Volume： 79  Issue： 2  Page： 720-735  Publication year： Jan. 17, 2014 
JST Material Number： C0328A  ISSN： 0022-3263  CODEN： JOCEAH  Document type： Article
Article type： 原著論文  Country of issue： United States (USA)  Language： ENGLISH (EN)

Thesaurus term： *Claisen rearrangement ,  *terpenoid ,  chemical compound ,  chemical synthesis ,  acetal ,  ketene ,  transition state ,  Heck reaction ,  ring-opening reaction ,  *steric configuration ,  *steric conformation ,  synthetic intermediate
Semi thesaurus term： *Ireland-Claisen rearrangement ,  chiral compound ,  ketene acetal ,  configuration ,  *含酸素テルペノイド

JST classification (2)： Rearrangement reaction,isomerization  (CF02070E) ,  Terpenoids in general  (CF10021J)

Substance index (5)： (2R,3R)-2-(Benzoyloxy)-4-[(tert-butyldiphenylsilyl)oxy]-3-methylbutanoic acid (R)-3-methylcyclohexa-2-ene-1-yl ester ,  (2R)-3α-Methyl-5β-(tert-butyldiphenylsiloxymethyl)tetrahydrofuran-2β-carboxylic acid (R)-3-methyl-2-cyclohexene-1β-yl ester ,  (2R,3R,5S)-2-[(S)-3-Methyl-1-cyclohexene-3-yl]-3-methyl-5-(tert-butyldiphenylsilyloxymethyl)tetrahydrofuran-2-carboxylic acid methyl ester ,  (2R,3R)-2-Hydroxy-2-[(S)-3-methyl-1-cyclohexene-3-yl]-3-methyl-5-hexynoic acid methyl ester ,  (2R,3R,5S)-5-(Chloromethyl)-3-methyl-2-[(1S)-1-methylcyclohexa-2-ene-1-yl]tetrahydrofuran-2-carboxylic acid methyl ester

Terms in the title (8)： Ireland-Claisen転位 ,  立体中心 ,  立体制御 ,  構築 ,  酸素 ,  テルペノイド ,  キラル ,  構成要素