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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 1
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Original Articles

Synthesis, characterization, and organocatalytic application of chiral ionic liquids derived from (S,R)-noscapine

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Pages 26-31 | Received 21 Aug 2017, Published online: 13 Dec 2017
 

ABSTRACT

(S,R)-Noscapine, a phthalideisoquinoline alkaloid has been used as precursor for the synthesis of chiral ionic liquids (CILs). Noscapine based CILs have been synthesized from reaction between (S,R)-noscapine and methyl iodide in acetonitrile at room temperature. The synthesized CILs have been characterized by 1H NMR, 13C NMR, EI-MS, and polarimetry techniques. These CILs have been used as organocatalysts in the enantioselective reduction of prochiral ketones to produce optically active secondary alcohols. The optically active secondary alcohols have been obtained with excellent yields and low to moderate enantiomeric excess (ee); also the complete enantiomeric excess (100% ee) has been achieved in some cases.

GRAPHICAL ABSTRACT

Acknowledgment

Authors are highly thankful to the authorities of Sant Longowal Institute of Engineering and Technology, Longowal for providing all the research facilities to perform the research work.

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