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
New insights into the asymmetric Diels-Alder reaction: The endo- and S-selective retro-Diels-Alder reaction
Li, Na,Liang, Xianrui,Su, Weike
, p. 106234 - 106238 (2015/12/30)
The endo- and S-selective retro-Diels-Alder reactions in an imidazolethione-catalyzed asymmetric Diels-Alder reaction were verified and investigated, and account for the low ee values in a CH3CN-H2O catalytic system. This reverse pro