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J-GLOBAL ID：200902220058864775   Reference number：05A0857050

Stereocontrolled synthesis of (±)-methyl 3,6-epoxy-4,6,8-triethyl-2,4,9-dodecatrienoate, a major metabolite of Caribbean sponge, Plakortis halichondrioides, using reactions of alkylidenecarbenes in one pot

アルキリデンカルベンのワンポット反応を利用したカリブ海産海綿動物,Plakortis halichondrioides,の主要代謝産物,(±)-3,6-エポキシ-4,6,8-トリエチル-2,4,9-ドデカトリエン酸メチルの立体制御合成

Author (8)： AKIYAMA Megumi (Dep. of Biological Chemistry, Fac. of Sci., Okayama Univ. of Sci., 1-1 Ridai-cho, Okayama 700-0005, JPN) ,  ISODA Yuichi (Dep. of Biological Chemistry, Fac. of Sci., Okayama Univ. of Sci., 1-1 Ridai-cho, Okayama 700-0005, JPN) ,  NISHIMOTO Masato (Dep. of Biological Chemistry, Fac. of Sci., Okayama Univ. of Sci., 1-1 Ridai-cho, Okayama 700-0005, JPN) ,  KOBAYASHI Aki (Dep. of Biological Chemistry, Fac. of Sci., Okayama Univ. of Sci., 1-1 Ridai-cho, Okayama 700-0005, JPN) ,  TOGAWA Daisuke (Dep. of Biological Chemistry, Fac. of Sci., Okayama Univ. of Sci., 1-1 Ridai-cho, Okayama 700-0005, JPN) ,  HIRAO Nobuaki (Dep. of Biological Chemistry, Fac. of Sci., Okayama Univ. of Sci., 1-1 Ridai-cho, Okayama 700-0005, JPN) ,  KUBOKI Atsuhito (Dep. of Biological Chemistry, Fac. of Sci., Okayama Univ. of Sci., 1-1 Ridai-cho, Okayama 700-0005, JPN) ,  OHIRA Susumu (Dep. of Biological Chemistry, Fac. of Sci., Okayama Univ. of Sci., 1-1 Ridai-cho, Okayama 700-0005, JPN)
Material： Tetrahedron Letters  (Tetrahedron Lett)
Volume： 46  Issue： 44  Page： 7483-7485  Publication year： Oct. 31, 2005 
JST Material Number： E0366A  ISSN： 0040-4039  Document type： Article
Article type： 短報  Country of issue： United Kingdom (GBR)  Language： ENGLISH (EN)

Thesaurus term： *carboxylate(ester) ,...
Semi thesaurus term： Plakortis halichondrioides

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JST classification (2)： Furans  (CF07072V) ,  Animal biochemistry  (EJ01050P)

Substance index (18)： (2Z,6R,8R,9E)-3,6-Epoxy-4,6,8-triethyl-2,4,9-dodecatrienoic acid methyl ester ,  γ-Caprolactone ,  (3R)-3α,5β-Diethyltetrahydrofuran-2-one ,  (2R,4R)-2-Ethylhexane-1,4-diol ,  (2R,4R)-1,4-Bis(3,5-dinitrobenzoyloxy)-2-ethylhexane ,  (3R,5R)-5-(tert-Butyldimethylsiloxymethyl)-3-heptanol ,  (3R,5R)-3-(tert-Butyldimethylsiloxymethyl)-5-(2-oxobutoxy)heptane ,  (2R)-2β,4-Diethyl-2-[(R)-2-ethyl-3-(tert-butyldimethylsiloxy)propyl]-2,5-dihydrofuran ,  (2R)-2β,4-Diethyl-2-[(2R,3E)-2-ethyl-3-hexenyl]-2,5-dihydrofuran ,  (3R,5R)-5-(Trityloxymethyl)-3-heptanol ,  (3R,5R)-3-(Allyloxy)-5-(trityloxymethyl)heptane ,  1-[(1R,3R)-1-Ethyl-3-(trityloxymethyl)pentyl]-2-butanol ,  (2R,4R)-2-Ethyl-4-(2-hydroxybutoxy)-1-hexanol ,  (2R,4R)-2-Ethyl-4-(2-hydroxybutoxy)hexanal ,  (2R)-2β,4-Diethyl-2-[(R)-2-ethyl-3-butynyl]-2,5-dihydrofuran ,  des-hydroxyplakilactone B ,  (5R)-3,5α-Diethyl-5-[(2R,3E)-2-ethyl-3-hexenyl]-2,5-dihydrofuran-2-acetic acid methyl ester ,  (5R)-α-(Phenylseleno)-3,5α-diethyl-5-[(2R,3E)-2-ethyl-3-hexenyl]-2,5-dihydrofuran-2-acetic acid methyl ester

Terms in the title (7)： ワンポット反応 ,  カリブ海 ,  海綿動物 ,  代謝産物 ,  トリ ,  酸 ,  立体制御