4.8 Article

Efficient synthesis of α-C-galactosyl ceramide immunostimulants:: Use of ethylene-promoted olefin cross-metathesis

Journal

ORGANIC LETTERS
Volume 6, Issue 22, Pages 4077-4080

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0482137

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Funding

  1. NIAID NIH HHS [AI 47840, AI 01682, AI 45606] Funding Source: Medline
  2. NIGMS NIH HHS [GM 60271] Funding Source: Medline
  3. CCR NIH HHS [RCMI-RR 03037] Funding Source: Medline

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Olefin cross-metathesis has been used to prepare alpha-C-galactosylceramide derivatives. The metathesis process merged vinyl and propenyl glycosides with vinyl derivatives of phytosphingosine. The use of ethylene enhanced the yield of the methathesis step.

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