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Synthesis of ethylene isosteres of β-d-galactosyl- and β-d-glucosyl-l-asparagine

✍ Scribed by Alessandro Dondoni; Alessandro Massi; Alberto Marra

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 213 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)01376-8

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✦ Synopsis

The Mukaiyama-type coupling of galactosyl and glucosyl aldehydes with a four-carbon atom silyl enol ether carrying the oxazolidine ring affords the corresponding sugar containing aldols (65-74%) that upon deoxygenation and oxidative cleavage of the heterocyclic ring lead to the title carbon-linked ~-glycosyl amino acids.

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