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An “Against the Rules” Double Bank Shot with Diisobutylaluminum Hydride To Allow Triple Functionalization of α-Cyclodextrin


  • We thank Cyclolab (Hungary) for generous supply of α-CD, Philippe Pelupessy and Elsa Caytan for their precious assistance in recording the NMR spectra, and Professor Antony Fairbanks for appreciated help.


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Frustration leads to overreaction: When diametrically opposed regioselective debenzylation is frustrated, an unexpected double debenzylation reaction affords original tetrafunctionalized cyclodextrins in a controlled and efficient manner. A rationale of the reaction is proposed based on a kinetic study.

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