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Organocatalytic Highly Enantioselective Substitution of 3-(1-Tosylalkyl)indoles with Oxindoles Enables the First Total Synthesis of (+)-Trigolutes B.
Huang, Jian-Zhou; Zhang, Chen-Long; Zhu, Yi-Fan; Li, Lu-Lu; Chen, Dian-Feng; Han, Zhi-Yong; Gong, Liu-Zhu.
Afiliação
  • Huang JZ; Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026 (P. R. China), Fax: (+86) 551-360-6266 http://staff.ustc.edu.cn/∼gonglz/index.htm.
  • Zhang CL; Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026 (P. R. China), Fax: (+86) 551-360-6266 http://staff.ustc.edu.cn/∼gonglz/index.htm.
  • Zhu YF; Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026 (P. R. China), Fax: (+86) 551-360-6266 http://staff.ustc.edu.cn/∼gonglz/index.htm.
  • Li LL; Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026 (P. R. China), Fax: (+86) 551-360-6266 http://staff.ustc.edu.cn/∼gonglz/index.htm.
  • Chen DF; Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026 (P. R. China), Fax: (+86) 551-360-6266 http://staff.ustc.edu.cn/∼gonglz/index.htm.
  • Han ZY; Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026 (P. R. China), Fax: (+86) 551-360-6266 http://staff.ustc.edu.cn/∼gonglz/index.htm.
  • Gong LZ; Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026 (P. R. China), Fax: (+86) 551-360-6266 http://staff.ustc.edu.cn/∼gonglz/index.htm. gonglz@ustc.edu.cn.
Chemistry ; 21(23): 8389-93, 2015 Jun 01.
Article em En | MEDLINE | ID: mdl-25916808
ABSTRACT
A highly enantioselective organocatalytic substitution of 3-(1-tosylalkyl)indoles with oxindoles has been established by using chiral bifunctional organocatalysts, providing an efficient entry to multiply functionalized 3,3'-disubstituted oxindoles, and was exploited as the key step to enable the first asymmetric total synthesis of optically pure (+)-trigolutes B to be accomplished in a concise manner, within seven steps with an 18% overall yield.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2015 Tipo de documento: Article
Texto completo
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XML
PubMed Links
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2015 Tipo de documento: Article