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Clarifying the structure of granadaene: Total synthesis of related analogue [2]-granadaene and confirmation of its absolute stereochemistry

  作者 PARADAS MIGUEL; JURADO ROCIO; HAIDOUR ALI; RODRIGUEZ GRANGER JAVIER; SAMPEDRO MARTINEZ ANTONIO; DE LA ROSA FRAILE MANUEL; ROBLES RAFAEL; JUSTICIA JOSE; CUERVA JUAN M  
  选自 期刊  Bioorganic & Medicinal Chemistry;  卷期  2012年20-22;  页码  6655-6661  
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[摘要]Streptococcus agalactiae is an important agent in the infection of neonates in the first world. One of the most extended methods for its identification is based on the detection of a characteristic red pigment in the patient samples, named [12]-granadaene (1). In this article, we present a modular and flexible approach to simple analogues of this ornithine rhamno-polyene 1 and the elucidation of the most important features of its structure: the absolute configuration at C-27, the stereochemistry of the anomeric center and the link of the amino acid ornithine to the rest of the structure. (C) 2012 Elsevier Ltd. All rights reserved.

 
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