4.7 Article

Synthesis of Maradolipid

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JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 16, 页码 6866-6870

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AMER CHEMICAL SOC
DOI: 10.1021/jo200979n

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  1. Department of Science and Technology [SR/S1/OC-40/2009]
  2. CSIR-New Delhi

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The first synthesis of maradolipid, a unique dissymmetrically 6,6'-di-O-acylated trehalose glycolipid isolated from C. elegans, is accomplished in five steps starting from trehalose in 45% overall yield. The short synthesis relies on dissymmetrization of trehalose core via regioselective acylation of a 2,3,4,2',3',4'-hexa-O-TMS trehalose 6,6'-diol derivative as a key step.

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