Art

J-GLOBAL ID：200902219565211009   Reference number：09A0508657

First total synthesis of theopederin B

テオペデリンBの初めての全合成

Author (4)： NISHII Yoshinori (RIKEN (The institute of Physical and Chemical Research), Wako, Saitama 351-0198, JPN) ,  HIGA Tsuyoshi (Dep. of Chemistry, Fac. of Sci., Tokyo Univ. of Sci., 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, JPN) ,  TAKAHASHI Shunya (RIKEN (The institute of Physical and Chemical Research), Wako, Saitama 351-0198, JPN) ,  NAKATA Tadashi (Dep. of Chemistry, Fac. of Sci., Tokyo Univ. of Sci., 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, JPN)
Material： Tetrahedron Letters  (Tetrahedron Lett)
Volume： 50  Issue： 26  Page： 3597-3601  Publication year： Jul. 01, 2009 
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： total synthesis ,  Porifera ,  *secondary metabolite ,  Reformatskii reaction ,  cyclization reaction ,  samarium compound ,  iodide ,  allylation ,  asymmetric reaction ,  epoxidation ,  oxygen heterocyclic compound ,  Dioxanes ,  samarium diiodide ,  invertebrate
Semi thesaurus term： Pederus fuscipes ,  Iodosamarium(II)

JST classification (2)： Other natural substances of biological origin  (CF10090R) ,  Animal biochemistry  (EJ01050P)

Substance index (13)： Theopederin B ,  2-Bromo-2-methylpropanoic acid (2S)-2α-phenyl-4α-formyl-1,3-dioxane-5α-yl ester ,  (2S,4aα,8aα)-2β-Phenyl-7,7-dimethyl-8α-hydroxyhexahydropyrano[3,2-d]-1,3-dioxin-6-one ,  (2S,4aα,8aα)-2β-Phenyl-6-acetoxy-7,7-dimethyl-8α-methoxyhexahydropyrano[3,2-d]-1,3-dioxin ,  (2S,4aα,8aα)-2β-Phenyl-6α-allyl-7,7-dimethyl-8α-methoxyhexahydropyrano[3,2-d]-1,3-dioxin ,  (2S)-3α-(Benzyloxy)-4β-methoxy-5,5-dimethyl-6β-(4-hydroxy-2-butenyl)tetrahydro-2H-pyran-2α-carbaldehyde dimethyl acetal ,  (2S)-3α-(Benzyloxy)-4β-methoxy-5,5-dimethyl-6β-[[(2S)-3α-(hydroxymethyl)oxirane-2β-yl]methyl]tetrahydro-2H-pyran-2α-carbaldehyde dimethyl acetal ,  (5R)-5-Acetoxy-6-[(2R)-3,3-dimethyl-4α-methoxy-5β-(benzyloxy)-6β-(dimethoxymethyl)tetrahydro-2H-pyran-2α-yl]-2-hexenoic acid methyl ester ,  (5R)-5-Acetoxy-6-[(2R)-3,3-dimethyl-4α-methoxy-5β-hydroxy-6β-(dimethoxymethyl)tetrahydro-2H-pyran-2α-yl]hexanoic acid methyl ester ,  (5R)-5-Acetoxy-6-[(4aα,8aα)-4-azido-7,7-dimethyl-8α-methoxyhexahydropyrano[3,2-d]-1,3-dioxin-6α-yl]hexanoic acid methyl ester ,  (5R)-5-Acetoxy-6-[(4aα,8aα)-4-amino-7,7-dimethyl-8α-methoxyhexahydropyrano[3,2-d]-1,3-dioxin-6α-yl]hexanoic acid methyl ester ,  (αS,2R)-α-(Benzoyloxy)-2-methoxy-4-methylene-5β,6β-dimethyltetrahydro-2H-pyran-2β-acetic acid ,  (5R)-5-Acetoxy-6-[(4R,4aα,8aα)-4β-[[(R)-[(2R)-2-methoxy-4-methylene-5β,6β-dimethyltetrahydro-2H-pyran-2β-yl](benzoyloxy)acetyl]amino]-7,7-dimethyl-8α-methoxyhexahydropyrano[3,2-d]-1,3-dioxin-6α-yl]hexanoic acid methyl ester

Terms in the title (2)： テオペデリンB ,  全合成