Art

J-GLOBAL ID：200902131031047225   Reference number：01A0997018

Total Asymmetric Synthesis of the Putative Structure of the Cytotoxic Diterpenoid (-)-Sclerophytin A and of the Authentic Natural Sclerophytins A and B.

細胞毒性ジテルペノイドである(-)-スクレロフィチンAの推定構造化合物並びに真性天然スクレロフィチンA及びBの不斉全合成

Author (9)： BERNARDELLI P (Ohio State Univ., Ohio) ,  MORADEI O M (Ohio State Univ., Ohio) ,  FRIEDRICH D (Ohio State Univ., Ohio) ,  YANG J (Ohio State Univ., Ohio) ,  GALLOU F (Ohio State Univ., Ohio) ,  DYCK B P (Ohio State Univ., Ohio) ,  DOSKOTCH R W (Ohio State Univ., Ohio) ,  LANGE T (Ohio State Univ., Ohio) ,  PAQUETTE L A (Ohio State Univ., Ohio)
Material： Journal of the American Chemical Society  (J Am Chem Soc)
Volume： 123  Issue： 37  Page： 9021-9032  Publication year： Sep. 19, 2001 
JST Material Number： C0254A  ISSN： 0002-7863  CODEN： JACSAT  Document type： Article
Article type： 原著論文  Country of issue： United States (USA)  Language： ENGLISH (EN)

Thesaurus term： *tricyclic diterpene ,...

   To see more with JDream III (charged).   {{ this.onShowAbsJLink("http://jdream3.com/lp/jglobal/index.html?docNo=01A0997018&from=J-GLOBAL&jstjournalNo=C0254A") }}

JST classification (1)： Diterpenes,sesterterpenes  (CF10023R)

Substance index (54)： (5S)-5-[[(1S,3S,4R)-p-Mentha-3-yl]oxy]-2(5H)-furanone ,  (3S)-3α-[[(1S,3S,4R)-p-Menthane-3-yl]oxy]-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1,5-dione ,  (3S)-3α-[[(1S,3S,4R)-p-Menthane-3-yl]oxy]-5β-hydroxy-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1-one ,  (3aS)-3-Hydroxy-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1-one ,  (3R)-3α-Allyl-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1-one ,  (1S)-3α-Allyl-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1β-carbonitrile ,  (1S)-3α-Allyl-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1β-carboxylic acid methyl ester ,  3α-Allyl-1,3,3aα,4,5,7aα-hexahydro-5β-(tert-butyldiphenylsilyloxy)isobenzofuran-1α-carbonitrile ,  (1R)-3α-Allyl-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1α-carboxylic acid methyl ester ,  (1R)-3α-(2-Oxopropyl)-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1α-carbonitrile ,  (1R)-3α-(2-Hydroxy-2-methyl-3-butenyl)-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1α-carbonitrile ,  (1R)-3α-(2-Hydroxy-2-methyl-3-butenyl)-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1α-carboxylic acid methyl ester ,  (1R)-3α-(2-Hydroxy-2-methyl-3-butenyl)-5β-(tert-butyldiphenylsiloxy)-1,3,3aα,4,5,7aα-hexahydroisobenzofuran-1α-carboxylic acid ,  (1β,2α,7α,8β)-4β-(tert-Butyldiphenylsiloxy)-11α-vinyl-11-methyl-10,13-dioxatricyclo[6.4.1.0^2,7]tridecane-5-ene-9-one ,  (1β,2α,7α,8β)-4β-(tert-Butyldiphenylsiloxy)-11β-vinyl-11-methyl-10,13-dioxatricyclo[6.4.1.0^2,7]tridecane-5-ene-9-one ,  (1β,2α,7α,8β)-4β-(tert-Butyldiphenylsiloxy)-9-methylene-11α-vinyl-11-methyl-10,13-dioxatricyclo[6.4.1.0^2,7]tridecane-5-ene ,  (1β,2α,7α,8β)-4β-(tert-Butyldiphenylsiloxy)-9-methylene-11β-vinyl-11-methyl-10,13-dioxatricyclo[6.4.1.0^2,7]tridecane-5-ene ,  (1β,2α,7α,8β)-4β-(tert-Butyldiphenylsiloxy)-13-methyl-15-oxatricyclo[6.6.1.0^2,7]pentadecane-5,12-diene-9-one ,  (2R)-2β-(tert-Butyldiphenylsiloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-6α-ol ,  Acetic acid (2R)-2β-(tert-butyldiphenylsiloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-6α-yl ester ,  Benzoic acid (2R)-2β-(tert-butyldiphenylsiloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-6α-yl ester ,  (4aR)-6α-Acetoxy-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-2-one ,  (4aR)-6α-(Benzoyloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-2-one ,  Benzoic acid (4aR)-2β-(trimethylsiloxy)-6,10-dimethyl-5β,12β-epoxy-4aα,5,6,7,8,11,12,12aα-octahydrobenzocyclodecene-6α-yl ester ,  (1S)-1α-(Phenylthiomethyl)-6α-(benzoyloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-2-one ,  (1R)-1α-(Hydroxymethyl)-6α-(benzoyloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-2-one ,  (1R)-1α-(tert-Butyldiphenylsiloxymethyl)-6α-(benzoyloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-2-one ,  (1S)-1α-(Phenylthiomethyl)-4α-isopropyl-6α-(benzoyloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene-2-one ,  (1R)-1α-(tert-Butyldiphenylsiloxymethyl)-4α-isopropyl-6α-(benzoyloxy)-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene-2-one ,  (1R)-1α-(tert-Butyldiphenylsiloxymethyl)-4α-isopropyl-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene-6α-ol ,  (1R,4aα,12aα)-1α-(tert-Butyldiphenylsiloxymethyl)-4α-isopropyl-6,10-dimethyl-5β,12β:6α,10α-diepoxytetradecahydrobenzocyclodecene-9-ol ,  (1R,4aα,12aα)-1α-(tert-Butyldiphenylsiloxymethyl)-4α-isopropyl-6,10-dimethyl-9α-acetoxy-5β,12β:6α,10α-diepoxytetradecahydrobenzocyclodecene ,  (1R,4aα,12aα)-1α-(tert-Butyldiphenylsiloxymethyl)-4α-isopropyl-6,10-dimethyl-9β-acetoxy-5β,12β:6α,10α-diepoxytetradecahydrobenzocyclodecene ,  (4R,4aα,12aα)-1-Methylene-4α-isopropyl-6,10-dimethyl-5β,12β:6α,10α-diepoxytetradecahydrobenzocyclodecene-9α-ol ,  (4R,4aα,12aα)-1-Methylene-4α-isopropyl-6,10-dimethyl-5β,12β:6α,10α-diepoxytetradecahydrobenzocyclodecene-9-one ,  (1S)-1α-Hydroxy-6α-acetoxy-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-2-one ,  (1S)-1α,6α-Diacetoxy-6,10-dimethyl-5β,12β-epoxy-1,2,4aα,5,6,7,8,11,12,12aα-decahydrobenzocyclodecene-2-one ,  (1S)-1α,6α-Diacetoxy-4α-isopropyl-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene-2-one ,  (1S)-1α,6α-Diacetoxy-4α-isopropyl-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene-2β-ol ,  (1R)-1α,6α-Diacetoxy-4α-isopropyl-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene ,  (1R)-4α-Isopropyl-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene-1α,6α-diol ,  (4R)-4α-Isopropyl-6α-hydroxy-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene-1-one ,  (4R)-1-Methylene-4α-isopropyl-6,10-dimethyl-5β,12β-epoxy-1,2,3,4,4aα,5,6,7,8,11,12,12aα-dodecahydrobenzocyclodecene-6α-ol ,  (4R,4aα,12aα)-1-Methylene-4α-isopropyl-6,10-dimethyl-5β,12β:6α,10α-diepoxytetradecahydrobenzocyclodecene-9β-ol ,  Benzoic acid (1R,4aα,12aα)-1α-(tert-butyldiphenylsiloxymethyl)-4α-isopropyl-6,10-dimethyl-9β,10β-dihydroxy-5β,12β-epoxytetradecahydrobenzocyclodecene-6α-yl ester ,  Benzoic acid (1R,4aα,12aα)-1α-(tert-butyldiphenylsiloxymethyl)-4α-isopropyl-6,10-dimethyl-9α,10α-dihydroxy-5β,12β-epoxytetradecahydrobenzocyclodecene-6α-yl ester ,  Benzoic acid (1R,4aα,12aα)-1α-(tert-butyldiphenylsiloxymethyl)-4α-isopropyl-6,10-dimethyl-9-oxo-10β-hydroxy-5β,12β-epoxytetradecahydrobenzocyclodecene-6α-yl ester ,  Benzoic acid (1R,4aα,12aα)-1α-(tert-butyldiphenylsiloxymethyl)-4α-isopropyl-6,10-dimethyl-9-oxo-10α-hydroxy-5β,12β-epoxytetradecahydrobenzocyclodecene-6α-yl ester ,  Benzoic acid (4R,4aα,12aα)-1-methylene-4α-isopropyl-9-oxo-6,10-dimethyl-10β-hydroxy-5β,12β-epoxytetradecahydrobenzocyclodecene-6α-yl ester ,  Benzoic acid (4R,4aα,12aα)-1-methylene-4α-isopropyl-6,10-dimethyl-9-oxo-10α-hydroxy-5β,12β-epoxytetradecahydrobenzocyclodecene-6α-yl ester ,  Sclerophytin A ,  Sclerophytin B ,  (4R,4aα,12aα)-1-Methylene-4α-isopropyl-6,10-dimethyl-5β,12β-epoxytetradecahydrobenzocyclodecene-6α,9β,10β-triol ,  (4R,4aα,12aα)-1-Methylene-4α-isopropyl-6,10-dimethyl-5β,12β-epoxytetradecahydrobenzocyclodecene-6α,9α,10α-triol

Terms in the title (5)： 細胞毒性 ,  ジテルペノイド ,  スクレロフィチンA ,  推定 ,  不斉全合成