Michael addition of thiols to sugar enones. Synthesis of 3-deoxy-4-thiohexopyranosid-2-uloses as key precursors of 3-deoxy- and C-2 branched-chain 4-thiosugars

Benzyl and 2-propyl 6-O-acetyl-3,4-dideoxy-α-D-glycero-hex-3-enopyranosid-2-uloses (2) and (3) were readily prepared by the tin(IV) chloride-promoted glycosylation of glycal (1). The enone system of (2) and (3) underwent a highly diastereoselective Michael addition of thiols (ethanethiol, propane-2-...

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Autores principales: Uhrig, M.L., Varela, O.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00049425_v55_n1-2_p155_Uhrig
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