Chiral GAP catalysts of phosphonylated imidazolidinones and their applications in asymmetric Diels-Alder and Friedel-Crafts reactions

The design and synthesis of recyclable imidazolidinone catalysts using GAP chemistry/technique was described. Their applications in asymmetric Diels-Alder and Friedel-Crafts reactions with alpha,beta-unsaturated aldehydes resulted in excellent yields and higher enantioselectivities than previous pro...

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Published inOrganic & biomolecular chemistry Vol. 15; no. 7; pp. 1718 - 1724
Main Authors Qiao, Shuo, Mo, Junming, Wilcox, Cody B., Jiang, Bo, Li, Guigen
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.02.2017
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ORGANIC CATALYSIS
CYCLOADDITION
COMPLEX
AMINO-ACIDS
ALKYLATION
ORGANOCATALYSIS
CYCLOPENTADIENE
IONIC LIQUIDS
MAGNETIC NANOPARTICLES
STRATEGIES
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Summary:The design and synthesis of recyclable imidazolidinone catalysts using GAP chemistry/technique was described. Their applications in asymmetric Diels-Alder and Friedel-Crafts reactions with alpha,beta-unsaturated aldehydes resulted in excellent yields and higher enantioselectivities than previous processes. As recyclable small molecular catalysts, phosphonylated imidazolidinones can be recovered and reused for up to three runs without costing significant decrease in catalytic activity.
Bibliography:NIH RePORTER
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ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob02801b