Tetrahedron p. 11767 - 11780 (1997)
Update date:2022-08-03
Topics:
Adinolfi, Matteo
Barone, Gaspare
Iadonisi, Alfonso
Mangoni, Lorenzo
Manna, Rosario
The structure of the novel natural carbocylic monosaccharide caryose (4,8-cyclo-3,9-dideoxy-L- erythro-D-ido-nonose) has been confirmed through a synthesis whose key steps are the SmI2-mediated cyclization of a ketoaldehyde derived from 3,4,5-tri-O-benzyl-1-deoxy-D-iditol, the mild oxidation of the obtained cis-1,2-diol and the diasteroselective allylation of the resulting ketol.
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Doi:10.1039/c4ra14645j
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