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Enantioselective phase transfer alkylation using orthopalladated complex in chiral ionic liquid

Paper ID Volume ID Publish Year Pages File Format Full-Text
52368 46872 2008 5 PDF Available
Title
Enantioselective phase transfer alkylation using orthopalladated complex in chiral ionic liquid
Abstract

The optically active orthopalladated phenanthrylamine phase transfer catalyst has been produced and explored for asymmetric glycine alkylation. The catalyst (10 mol%) in toluene/chloroform with 50% aqueous KOH (25 °C) promoted benzylation of benzophenone imine tert-butyl glycine. The product was obtained in 85% yield and 15% enantiomeric excess (ee). Addition of the chiral ionic liquid N,N-dimethyl ephedrinium bis(trifluoromethansulfon)imidate enhanced reactivity and selectivity for PTC glycine alkylation. It appears that the chiral ionic liquid has a cooperative effect to boost the ee content of an asymmetric reaction.

Keywords
Enantioselectivity; Alkylation; Phase transfer catalysis; Ionic liquid
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Enantioselective phase transfer alkylation using orthopalladated complex in chiral ionic liquid
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 9, Issue 1, January 2008, Pages 40–44
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
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Full-text PDF Download
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