Chiral GAP catalysts of phosphonylated imidazolidinones and their applications in asymmetric Diels–Alder and Friedel–Crafts reactions. Issue 7 (31st January 2017)

• Record Type: Journal Article
• Authors: Qiao, Shuo; Mo, Junming; Wilcox, Cody B.; Jiang, Bo; Li, Guigen
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 7(2017)
• Page Start: 1718
• Page End: 1724
• Publication Date: 2017-01-31
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob02801b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Chiral recoverable/re-usable GAP catalysts based on phosphonylated imidazolidinones have been designed, synthesized and applied for asymmetric Diels–Alder and Friedel–Crafts reactions. Abstract : 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 α, β-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.