Art

J-GLOBAL ID：200902150142787117   Reference number：02A0035853

1,6-Asymmetric Induction during the Conjugate Addition of Arylcopper Reagents to a Chiral Sulfinyl-Substituted Pyrrolyl α, β-Unsaturated Amide.

キラルなスルフィニル置換ピロールα,β-不飽和アミドへのアリール銅試薬の共役付加反応中における1,6-不斉誘導

Author (4)： ARAI Y (Gifu Pharmaceutical Univ., Gifu, JPN) ,  UEDA K (Gifu Pharmaceutical Univ., Gifu, JPN) ,  XIE J (Gifu Pharmaceutical Univ., Gifu, JPN) ,  MASAKI Y (Gifu Pharmaceutical Univ., Gifu, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 49  Issue： 12  Page： 1609-1614  Publication year： Dec. 01, 2001 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *Michael reaction ,...

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JST classification (2)： Addition reaction,elimination reaction  (CF02030M) ,  Pyrroles  (CF07076L)

Substance index (34)： (E)-1-[2-(p-Tolylsulfinyl)-1H-pyrrol-1-yl]-3-phenyl-2-propen-1-one ,  (E)-1-[2-(p-Tolylsulfinyl)-1H-pyrrol-1-yl]-2-buten-1-one ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-1-butanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-1-butanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-4-methyl-1-pentanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-4-methyl-1-pentanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-1-heptanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-1-heptanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-4,4-dimethyl-1-pentanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-4,4-dimethyl-1-pentanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-1-pentanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-1-pentanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-3-(2-methylphenyl)-1-propanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-3-(2-methylphenyl)-1-propanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-3-(4-methylphenyl)-1-propanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-3-(4-methylphenyl)-1-propanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-3-(1-naphthyl)-1-propanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-phenyl-3-(1-naphthyl)-1-propanone ,  1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-methyl-1-butanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3,4-dimethyl-1-pentanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3,4-dimethyl-1-pentanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-methyl-1-heptanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-methyl-1-heptanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3,4,4-trimethyl-1-pentanone ,  (3S)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-(1-naphthyl)-1-butanone ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3-(1-naphthyl)-1-butanone ,  (3R)-3-Phenyl-4-methylvaleric acid isopropyl ester ,  (3S)-3-Phenyl-4-methylvaleric acid isopropyl ester ,  (3R)-3,4-Dimethylvaleric acid isopropyl ester ,  (3S)-3,4-Dimethylvaleric acid isopropyl ester ,  1H-Pyrrole-1-yl p-tolyl sulfide ,  Sodium isopropoxide ,  (E)-4-Methyl-2-pentenoic acid chloride ,  (3R)-1-[2-(p-Tolylsulfinyl)-1H-pyrrole-1-yl]-3,4,4-trimethyl-1-pentanone

Reference (54)：

• 1) Present address: School of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310006, P.R. China.
• 2) Reviews for organocopper-conjugate additions, see: a) Taylor R.J.K., “Organocopper Reagents,” Oxford University Press, Oxford, 1994
•  b) Woodward S., Chem. Soc. Rev., 29, 393-401 (2000)
•  Krause N., Gerold A., Angew. Chem., Int. Ed. Engl., 36, 187-204 (1997)
•  Procter G., “Asymmetric Synthesis,” Oxford University Press, Oxford, 1996, pp. 127-134

Terms in the title (9)： キラル ,  置換 ,  ピロール ,  不飽和 ,  アミド ,  銅 ,  試薬 ,  共役付加 ,  不斉誘導