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A study of the DIBAL-promoted selective debenzylation of α-cyclodextrin protected with two different benzyl groups

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An α-cyclodextrin protected with 2,4-dichlorobenzyl groups on the primary alcohols and ordinary benzyl groups on the secondary alcohols was prepared and subjected to DIBAL (diisobutylaluminum hydride)-promoted selective debenzylation. Debenzylation proceeded… Click to show full abstract

An α-cyclodextrin protected with 2,4-dichlorobenzyl groups on the primary alcohols and ordinary benzyl groups on the secondary alcohols was prepared and subjected to DIBAL (diisobutylaluminum hydride)-promoted selective debenzylation. Debenzylation proceeded by first removing two dichlorobenzyl groups from the 6A,D positions and then removing one or two benzyl groups from the 3A,D positions.

Keywords: benzyl; selective debenzylation; benzyl groups; cyclodextrin protected; promoted selective

Journal Title: Beilstein Journal of Organic Chemistry
Year Published: 2022

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