ISSN:
1573-1111
Keywords:
β-Cyclodextrin complex
;
reduction
;
chiral induction
;
three-component inclusion compound
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Reduction ofβ-cyclodextrin (β-CD) aromatic ketone (acetophenone and acetonaphthones) inclusion compounds were carried out in the presence of a large number of chemically inert species as potential co-guests. In several cases, it was observed that stoichiometric molar ratios of these compounds to ketone significantly modify the chiral induction yielding the inverted alcohol enantiomer and increasing the face selectivity. The results were found to depend strongly on the respective structure and shape of both the ketone and the additive, and on the molar ratio ofβ-CD:ketone:third compound. These observations suggest the formation of a three-component inclusion complex in which the geometry of binding of the substrate and its mobility are changed with respect to the binary system.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00707891
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