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Can Hetero‐Polysubstituted Cyclodextrins be Considered as Inherently Chiral Concave Molecules?
Author(s) -
Guieu Samuel,
Zaborova Elena,
Blériot Yves,
Poli Giovanni,
Jutand Anny,
Madec David,
Prestat Guillaume,
Sollogoub Matthieu
Publication year - 2010
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.200907156
Subject(s) - enantiomer , enantioselective synthesis , regioselectivity , combinatorial chemistry , circular dichroism , chemistry , hydride , computer science , stereochemistry , catalysis , organic chemistry , hydrogen
Learning curve : Regioselective twofold deprotection of benzylated cyclodextrins with diisobutylaluminum hydride affords products that can behave as enantiomers. For example, they can act as ligands for enantioselective Pd 0 ‐catalyzed reactions and their complexes display opposite circular dichroism signals (see picture). They can thus be seen as being inherently chiral cycle surrogates.