B-hydroxyamide derivates of b-cyclodextrin as organocatalysts for enantioselective reduction of prochiral ketones
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F46747885%3A24620%2F12%3A%230000084" target="_blank" >RIV/46747885:24620/12:#0000084 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
B-hydroxyamide derivates of b-cyclodextrin as organocatalysts for enantioselective reduction of prochiral ketones
Original language description
Cyclodextrins (CDs) are macrocyclic compounds with cone-shaped cavity formed by a-1,4-linked D-glucopyranose units. CDs are often used as nanoreactors or organocatalysts for various reactions.1 A recent study also showed that series of b-hydroxyamides derived from chiral alkylamino alcohols could be successfully used in asymmetric borane reduction of prochiral ketones.2 In this respect we tried out if b-hydroxyamide derivatives of b-cyclodextrin will enhance the enantioselectivity of the reduction. b-Hydroxyamide derivatives of b-cyclodextrin (3a and 3b) were synthesized via 6I-amino-6I-deoxy-b-cyclodextrin 2 (Scheme 1). It is noteworthy to mention that none of the steps in the synthesis requires chromatography. Only crystallizations were used. Catalytic activity of compounds 3a and 3b in asymmetric borane reduction of prochiral ketones is currently investigated.
Czech name
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Czech description
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Classification
Type
O - Miscellaneous
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2012
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů