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

Zaborova Elena | Zendy; Guitet Maxime | Zendy; Prencipe Giuseppe | Zendy; Blériot Yves | Zendy; Ménand Mickaël | Zendy; Sollogoub Matthieu | Zendy

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

Author(s) -

Zaborova Elena,

Guitet Maxime,

Prencipe Giuseppe,

Blériot Yves,

Ménand Mickaël,

Sollogoub Matthieu

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201204974

Subject(s) - regioselectivity , frustration , cyclodextrin , hydride , surface modification , chemistry , combinatorial chemistry , psychology , catalysis , organic chemistry , social psychology , hydrogen

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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