Art

J-GLOBAL ID：201002267076896223   Reference number：10A0952651

The first total synthesis and structural determination of epi-cochlioquinone A

epi-コクリオキノンAの最初の全合成と構造決定

Author (6)： HOSOKAWA Seijiro (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  MATSUSHITA Kaoru (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  TOKIMATSU Shinpei (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  TORIUMI Tatsuya (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  SUZUKI Yasuaki (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  TATSUTA Kuniaki (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN)
Material： Tetrahedron Letters  (Tetrahedron Lett)
Volume： 51  Issue： 42  Page： 5532-5536  Publication year： Oct. 20, 2010 
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 ,  molecular structure ,  Deuteromycetes ,  enzyme inhibitor ,  X-ray structural analysis ,  *quinone ,  *oxygen heterocyclic compound ,  aliphatic alcohol ,  annulation ,  *secondary metabolite ,  diene
Semi thesaurus term： Dieckmann condensation reaction ,  Mukaiyama aldol reaction ,  Stachybotrys bisbyi ,  oxazolidine derivative ,  catechol derivatives ,  nitro alkene ,  Autocatalyst ,  *Benzoquinones ,  *Benzopyrans

JST classification (4)： Other natural substances of biological origin  (CF10090R) ,  Microorganism biochemistry  (EG03020N) ,  Aromatic monocyclic phenols and polyphenols  (CF05090V) ,  Condensed derivatives of pyrane  (CF07093I)

Substance index (14)： Epicochlioquinone A ,  3-[(1E,3E)-1-(tert-Butyldimethylsiloxy)-2-methyl-1,3-pentadienyl]-4β-isopropyloxazolidine-2-one ,  (2R,3R,4S)-2,4-Dimethyl-3-(tert-butyldimethylsiloxy)hexanal ,  (1E,3S,4R,5S)-1-Nitro-3,5-dimethyl-4-(tert-butyldimethylsiloxy)-1-heptene ,  (E)-1,3-Dimethoxy-1-(trimethylsiloxy)-1,3-butadiene ,  (5R)-3-Methoxy-5α-[(1S,2R,3S)-1,3-dimethyl-2-(tert-butyldimethylsiloxy)pentyl]-6β-nitro-2-cyclohexene-1-one ,  3-[(1S,2R,3S)-1,3-Dimethyl-2-hydroxypentyl]pyrocatechol ,  (2R)-5α-Acetoxy-6β-(acetoxymethyl)tetrahydro-2H-pyran-2β-carbonitrile ,  (2R)-2α-(tert-Butyldimethylsiloxymethyl)-6α-(1-hydroxy-1-methylethyl)tetrahydro-2H-pyran-3-one ,  (2R)-2β-(1-Hydroxy-1-methylethyl)-3,4,6,7,8,8aα-hexahydro-2H-1-benzopyran-6-one ,  (2R)-α,α-Dimethyl-6β-hydroxy-3,4,6,7,8,8aα-hexahydro-2H-1-benzopyran-2β-methanol ,  (1aα,4aα,8aS)-6β-(1-Hydroxy-1-methylethyl)octahydro-6H-5-oxacyclopropa[d]naphthalene-2-one ,  (2R,8aα)-2β-(1-Hydroxy-1-methylethyl)-4aβ-methyl-5-(pivaloyloxymethyl)octahydro-2H-1-benzopyran-6-one ,  (2S,3R,4S)-2-[(3R)-3α-(1-Hydroxy-1-methylethyl)-12bα-methyl-1,2,3,4aβ,5,6,12,12b-octahydro-12β-hydroxypyrano[3,2-a]xanthene-9-yl]-4-methyl-3-hexanol

Terms in the title (3)： EPI ,  コクリオキノンA ,  全合成