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Diisobutylaluminum-Promoted Regioselective De-O-benzylation of Perbenzylated Cyclodextrins: A Powerful New Strategy for the Preparation of Selectively Modified Cyclodextrins

Alan J. Pearce Dr.

Département de Chimie, Associé au CNRS Ecole Normale Supérieure 24 Rue Lhomond, 75231 Paris cedex 05 (France) Fax: (+33) 1-44-32-33-97

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Pierre Sinaÿ Prof.,

Pierre Sinaÿ Prof.

[email protected]

Département de Chimie, Associé au CNRS Ecole Normale Supérieure 24 Rue Lhomond, 75231 Paris cedex 05 (France) Fax: (+33) 1-44-32-33-97

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Alan J. Pearce Dr.,

Alan J. Pearce Dr.

Département de Chimie, Associé au CNRS Ecole Normale Supérieure 24 Rue Lhomond, 75231 Paris cedex 05 (France) Fax: (+33) 1-44-32-33-97

Search for more papers by this author

Pierre Sinaÿ Prof.,

Pierre Sinaÿ Prof.

[email protected]

Département de Chimie, Associé au CNRS Ecole Normale Supérieure 24 Rue Lhomond, 75231 Paris cedex 05 (France) Fax: (+33) 1-44-32-33-97

Search for more papers by this author

First published: 13 October 2000

https://doi.org/10.1002/1521-3773(20001016)39:20<3610::AID-ANIE3610>3.0.CO;2-V

Citations: 135

The authors thank the European Community for a TMR Marie Curie Research Training Grant (no. ERBFMBICT983225) to A.J.P.

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Abstract

A new solution to an old problem: Remarkably regioselective de-O-benzylation of perbenzylated cyclodextrins (CDs) such as 1 (or α- and γ-CDs) occurs with diisobutylaluminum hydride, thus providing an innovative approach to the preparation of selectively modified cyclodextrins such as 2 in excellent yield.

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References

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Volume39, Issue20

October 16, 2000

Pages 3610-3612

Diisobutylaluminum-Promoted Regioselective De-O-benzylation of Perbenzylated Cyclodextrins: A Powerful New Strategy for the Preparation of Selectively Modified Cyclodextrins

Abstract

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Diisobutylaluminum-Promoted Regioselective De-O-benzylation of Perbenzylated Cyclodextrins: A Powerful New Strategy for the Preparation of Selectively Modified Cyclodextrins

Abstract

Supporting Information

References

Citing Literature

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