DIBAL-H Mediated Triple and Quadruple Debenzylations of Perbenzylated Cyclodextrins.
ChemInform(2010)
摘要
Diisobutylaluminium hydride (DIBAL-H) mediated reductive removal of benzyl groups was investigated for perbenzylated α-, β- and γ-cyclodextrins using DIBAL-H in hexane as the reagent. It was found that under the new conditions, the debenzylation can be better controlled to provide sequentially tri- and tetra-debenzylated products in moderate yields and in a regioselective manner. In the case of α-cyclodextrin, the removal of the third and fourth benzyl groups took a different path involving the secondary rim, compared to β- and γ-cyclodextrins which both gave only 6-O-debenzylated products.
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关键词
perbenzylated cyclodextrins,quadruple debenzylations,cheminform abstract
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