Chapitre D'ouvrage Année : 2019

Regioselective Protection at the Secondary Positions of Carbohydrates with Acyclic Protecting Groups

Résumé

The regioselective protection of secondary alcohols of carbohydrates such as hexopyranoside 2,3-diols, 2,3,4-triols, and 2,3,4,6-tetraols is compiled and discussed with ethers (silyl, benzyl, and allyl), methoxymethyl acetals, and esters (acetyl and benzoyl). The regioselective double protection of 2,3,4,6-tetraols is also covered. Finally, the regioselective mono-deprotection of one of the secondary positions of tetrasubstituted glycosides provides an efficient route to carbohydrate precursors having the 2-, 3-, or 4-position differentiated.

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Dates et versions

hal-02325501 , version 1 (22-10-2019)

Identifiants

Citer

Sébastien Vidal, Goekjian Peter. Regioselective Protection at the Secondary Positions of Carbohydrates with Acyclic Protecting Groups. Sébastien Vidal. Protecting Groups – Strategies and Applications in Carbohydrate Chemistry, Wiley, pp.109-143, 2019, 9783527340101. ⟨10.1002/9783527697014.ch4⟩. ⟨hal-02325501⟩
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