which was similar to the treating of the perbenzylated CD with DIBAL-H directly.
According to this, they found that the first deprotection directed the second one,
which was very interesting and useful. This process had this directed manner
because in the first deprotection reaction, the DIBAL-H coordinated with the
monohydroxy cyclodextrin, 23, to form an alumina oxide derivative, 24, which
could contribute steric hindrance to force the second aluminum reagent to reach the
O-benzyl group from the farthest sugar unit in 24 to give diol 25 (Scheme 4) [13, 14].
Scheme 1 Selective capped β-cyclodextrin (β-CD) strategy to prepare differentiated β-CD derivatives [9]
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According to this, they found that the first deprotection directed the second one,
which was very interesting and useful. This process had this directed manner
because in the first deprotection reaction, the DIBAL-H coordinated with the
monohydroxy cyclodextrin, 23, to form an alumina oxide derivative, 24, which
could contribute steric hindrance to force the second aluminum reagent to reach the
O-benzyl group from the farthest sugar unit in 24 to give diol 25 (Scheme 4) [13, 14].
Scheme 1 Selective capped β-cyclodextrin (β-CD) strategy to prepare differentiated β-CD derivatives [9]
14 Functionalized Cyclodextrins and Their Applications in Biodelivery
389