mu-Waves avoid large excesses of diisobutylaluminium-hydride (DIBAL-H) in the debenzylation of perbenzylated alpha-cyclodextrin

作者：Zaborova Elena; Bleriot Yves; Sollogoub Matthieu^*

来源：Tetrahedron Letters, 2010, 51(9): 1254-1256.

DOI：10.1016/j.tetlet.2009.12.037

• Cyclodextrin
• Microwaves
• Deprotection

Regioselective double deprotection of cyclodextrins using diisobutylaluminium-hydride (DIBAL-H) has become an important tool in functional cyclodextrin synthesis. When conventionally heated a very large excess of reagent is necessary for the reaction to happen, when mu-waves irradiation is employed the quantity of DIBAL-H can be lowered down to 5 equiv Reaction with a smaller quantity of DIBAL-H never achieved complete double debenzylation. These results also sustain the mechanistic hypothesis according to which a of two aluminium atoms are necessary for each debenzylation to occur.

• 出版日期2010-3-3