An “Against the Rules” Double Bank Shot with Diisobutylaluminum Hydride To Allow Triple Functionalization of α-Cyclodextrin†
Dr. Elena Zaborova, Maxime Guitet, Dr. Giuseppe Prencipe, Prof. Yves Blériot (IC2MP), Dr. Mickaël Ménand, Prof. Matthieu Sollogoub
- concave cycles;
- mechanistic studies;
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.