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Synthesis of ethylene isosteres of β- d-galactosyl- and β- d-glucosyl- l-asparagine
Article de revue   Avec comité de lecture

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

Alessandro Dondoni, Alessandro Massi et Alberto Marra
Tetrahedron letters, Vol.39(36), pp.6601-6604
1998
DOI: https://doi.org/10.1016/S0040-4039(98)01376-8

Résumé

Amino acids and derivatives Carbohydrates Enol ethers Mukaiyama reactions
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 β-glycosyl amino acids. Graphic

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