39067-39-5Relevant articles and documents
DABCO-based chiral ionic liquids as recoverable and reusable organocatalyst for asymmetric Diels–Alder reaction
Aalam, Mohd Jubair,Deepa,Chaudhary, Pooja,Meena, Dhan Raj,Yadav, Geeta Devi,Singh, Surendra
supporting information, p. 134 - 146 (2021/11/16)
New DABCO-based chiral ionic liquids were synthesized and evaluated in asymmetric Diels–Alder reaction of cyclopentadiene with α,β-unsaturated aldehydes or 4-phenyl-3-buten-2-one. Chiral ionic liquid of modified MacMillan catalyst having a DABCO cation and hexafluorophosphate anion acts as organocatalyst (5?mol%) for the Diels–Alder reaction of crotonaldehyde and cyclopentadiene producing 98% of the product and 87% ee (endo) in CH3CN/H2O (95/5) at 25°C in 2?h. The scope and limitations of the catalysis were also studied by using cyclopentadiene and α,β-unsaturated aldehydes, and the Diels–Alder products were obtained in 18%–92% yields with 68%–93% ee. The catalyst was recycled and reused up to 6 cycles with a slight drop in ee and conversion of the product.
A High Loading and Recyclable Pentaerythritol Supported Imidazolidin-4-one Catalyst for Enantioselective Diels–Alder Reactions
Du, Kaitao,Lu, Cuifen,Chen, Zuxing,Nie, Junqi,Yang, Guichun
, p. 1107 - 1112 (2016/06/01)
Abstract: The synthesis of high loading and recyclable pentaerythritol supported imidazolidin-4-one catalyst I and its application in enantioselective Diels–Alder reactions of cyclopentadiene and α,β-unsaturated aldehydes with high performance were descri
Improving catalyst activity in secondary amine catalysed transformations
Brazier, John B.,Gibbs, Timothy J. K.,Rowley, Julian H.,Samulis, Leopold,Yau, Sze Chak,Kennedy, Alan R.,Platts, James A.,Tomkinson, Nicholas C. O.
supporting information, p. 133 - 141 (2015/02/05)
The effect on catalyst performance of altering substituents at the 2-position of the Macmillan imidazolidinone has been examined. Condensation of l-phenylalanine N-methyl amide with acetophenone derivatives results in a series of imidazolidinones whose sa