A NOVEL 1,3 O -> C SILYL REARRANGEMENT IN CARBOHYDRATE CHEMISTRY: SYNTHESIS OF α-D-GLYCOPYRANOSYLTRIMETHYLSILANES

DOI: 10.1016/S0040-4020(01)97585-4

Source and publish data:

Tetrahedron p. 77 - 88 (1990)

Update date:2022-07-29

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Authors:

Pedretti, Valerie

Veyrieres, Alain

Sinay, Pierre

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Article abstract of DOI:10.1016/S0040-4020(01)97585-4

Reductive lithiation of 2-O-trimethylsilyl derivatives of phenyl thiogluco and -galactopyranosides gives rise to a 1,3 O -> C silyl migration leading to α-D-gluco and -galactopyranosyltrimethylsilanes in good yields.The expected β-elimination is observed

Full text of DOI:10.1016/S0040-4020(01)97585-4

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