Efficient synthesis of α-galactosyl ceramide analogues using glycosyl iodide donors

Wenjun Du; Jacquelyn Gervay-Hague

doi:10.1021/ol050659f

Efficient synthesis of α-galactosyl ceramide analogues using glycosyl iodide donors

Wenjun Du, Jacquelyn Gervay-Hague

Chemistry

Research output: Contribution to journal › Article › peer-review

104 Scopus citations

Abstract

(Chemical Equation Presented) The combination of reactive galactosyl iodide donors with electron-rich acceptor lipids provides highly stereoselective and efficient routes to α GalCer analogues. Using per-O-silylated donors, key intermediates can be obtained in a three-step, one-pot sequence providing useful constructs for analogue development.

Original language	English (US)
Pages (from-to)	2063-2065
Number of pages	3
Journal	Organic Letters
Volume	7
Issue number	10
DOIs	https://doi.org/10.1021/ol050659f
State	Published - May 12 2005

ASJC Scopus subject areas

Molecular Medicine

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title = "Efficient synthesis of α-galactosyl ceramide analogues using glycosyl iodide donors",

abstract = "(Chemical Equation Presented) The combination of reactive galactosyl iodide donors with electron-rich acceptor lipids provides highly stereoselective and efficient routes to α GalCer analogues. Using per-O-silylated donors, key intermediates can be obtained in a three-step, one-pot sequence providing useful constructs for analogue development.",

author = "Wenjun Du and Jacquelyn Gervay-Hague",

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AU - Gervay-Hague, Jacquelyn

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N2 - (Chemical Equation Presented) The combination of reactive galactosyl iodide donors with electron-rich acceptor lipids provides highly stereoselective and efficient routes to α GalCer analogues. Using per-O-silylated donors, key intermediates can be obtained in a three-step, one-pot sequence providing useful constructs for analogue development.

AB - (Chemical Equation Presented) The combination of reactive galactosyl iodide donors with electron-rich acceptor lipids provides highly stereoselective and efficient routes to α GalCer analogues. Using per-O-silylated donors, key intermediates can be obtained in a three-step, one-pot sequence providing useful constructs for analogue development.

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Efficient synthesis of α-galactosyl ceramide analogues using glycosyl iodide donors

Abstract

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