Art

J-GLOBAL ID：201702216596976456   Reference number：17A0229976

Concise Total Synthesis of (+)-Asperazine, (+)-Pestalazine A, and (+)-iso-Pestalazine A. Structure Revision of (+)-Pestalazine A

(+)-アスペラジン,(+)-ペスタラジンA,および(+)-イソ-ペスタラジンAの簡潔な全合成:(+)-ペスタラジンAの構造修正

Author (3)： LOACH Richard P. (Massachusetts Inst. of Technol., Massachusetts, USA) ,  FENTON Owen S. (Massachusetts Inst. of Technol., Massachusetts, USA) ,  MOVASSAGHI Mohammad (Massachusetts Inst. of Technol., Massachusetts, USA)
Material： Journal of the American Chemical Society  (J Am Chem Soc)
Volume： 138  Issue： 3  Page： 1057-1064  Publication year： Jan. 27, 2016 
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： *nitrogen heterocyclic compound ,  total synthesis ,  molecular structure ,  chemical synthesis ,  polynuclear aromatic compound ,  *Friedel-Crafts reaction ,  stereoselective reaction ,  chemical reaction ,  two-dimensional NMR ,  alkaloid ,  *Diketopiperazines ,  regioselective reaction ,  Biomimetic synthesis ,  tryptophan derivative
Semi thesaurus term： tryptophans

JST classification (2)： Pyrazines  (CF07104N) ,  Substitution reaction  (CF02020B)

Substance index (18)： (+)-iso-Pestalazine A ,  (2-Chloro-3-((S)-2-(Boc-amino)-3-oxo-3-methoxypropyl)-5-bromo-1H-indole-7-yl)trifluoropotassioboron(V) ,  (3R,5aR,10bS,11aS)-3-Isobutyl-9-chloro-10b-(tert-butyldimethylsilyloxy)-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aR,10bS,11aS)-3-Benzyl-10b-(3-((S)-2-(Boc-amino)-3-oxo-3-methoxypropyl)-1H-indole-7-yl)-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aR,10bS,11aS)-3-Benzyl-9-chloro-10b-(tert-butyldimethylsilyloxy)-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aS,10bS,11aS)-3-Isobutyl-6-Cbz-10b-bromo-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aS,10bS,11aS)-3-Isobutyl-6-Cbz-9-chloro-10b-hydroxy-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aS,10bS,11aS)-3-Isobutyl-6-Cbz-9-chloro-10b-bromo-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aS,10bS,11aS)-3-Benzyl-6-Cbz-10b-(2-chloro-3-((S)-2-(Boc-amino)-3-oxo-3-methoxypropyl)-5-bromo-1H-indole-7-yl)-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aS,10bS,11aS)-3-Benzyl-6-Cbz-10b-(3-((S)-2-(Boc-amino)-3-oxo-3-methoxypropyl)-1H-indole-7-yl)-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aS,10bS,11aS)-3-Benzyl-6-Cbz-10b-bromo-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aS,10bS,11aS)-3-Benzyl-6-Cbz-9-chloro-10b-hydroxy-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3R,5aS,10bS,11aS)-3-Benzyl-6-Cbz-9-chloro-10b-bromo-2,3,5aα,6,11,11aα-hexahydro-10bH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-dione ,  (3S,6R)-3-(1-Cbz-1H-Indole-3-ylmethyl)-6-isobutylpiperazine-2,5-dione ,  (3S,6R)-3-(1-Cbz-1H-Indole-3-ylmethyl)-6-benzylpiperazine-2,5-dione ,  (3-((S)-2-(Boc-Amino)-3-oxo-3-methoxypropyl)-1H-indole-7-yl)trifluoropotassioboron(V) ,  Asperazine ,  Pestalazine A

Terms in the title (2)： アスペラジン ,  全合成