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Total Synthesis of (-)-Nodulisporic Acids D, C, and B: Evolution of a Unified Synthetic Strategy.
Zou, Yike; Li, Xiangqin; Yang, Yun; Berritt, Simon; Melvin, Jason; Gonzales, Stephen; Spafford, Matthew; Smith, Amos B.
Afiliação
  • Zou Y; Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
  • Li X; Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
  • Yang Y; Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
  • Berritt S; Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
  • Melvin J; Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
  • Gonzales S; Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
  • Spafford M; Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
  • Smith AB; Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
J Am Chem Soc ; 140(30): 9502-9511, 2018 08 01.
Article em En | MEDLINE | ID: mdl-30028603
ABSTRACT
A unified synthetic strategy leading to the total synthesis of (-)-nodulisporic acids D, C, and B is described. Key synthetic transformations include a nickel-chromium-mediated cyclization, an aromatic ring functionalization employing a novel copper-promoted alkylation, a palladium-catalyzed cross-coupling cascade/indole ring construction, and a palladium-mediated regio- and diastereoselective allylic substitution/cyclization reaction, the latter to construct ring D.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Indóis Idioma: En Revista: J Am Chem Soc Ano de publicação: 2018 Tipo de documento: Article País de afiliação: Estados Unidos
Texto completo
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Indóis Idioma: En Revista: J Am Chem Soc Ano de publicação: 2018 Tipo de documento: Article País de afiliação: Estados Unidos