Template-directed intramolecular C-glycosidation. Formation of tetrahydrofurans and application to the synthesis of a higher-order sugar

DOI: 10.1016/S0040-4020(99)00834-0

Source and publish data:

Tetrahedron p. 13495 - 13512 (1999)

Update date:2022-08-04

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Authors:

Craig, Donald

Pennington, Mark W.

Warner, Peter

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Article abstract of DOI:10.1016/S0040-4020(99)00834-0

Cation-mediated cyclisation reactions of silyl enol ether-containing thioglycosides give bicyclic ketotetrahydrofurans. Cyclisation of an analogous 3-phenyl-2-propenyl ether-containing substrate gives an intermediate in the total synthesis of the higher-order sugar 2,3-dideoxy-D- manno-2-octulopyranosonic acid.

Full text of DOI:10.1016/S0040-4020(99)00834-0

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