15795-51-4Relevant articles and documents
Knoevenagel condensation of aldehydes with Meldrum's acid in ionic liquids
Tahmassebi, Daryoush,Wilson, Levi J. A.,Kieser, Jerod M.
, p. 2605 - 2613 (2009)
The Knoevenagel condensation of Meldrum's acid with aromatic aldehydes proceeded efficiently in the recyclable ionic liquid [bmim]BF4 at room temperature in the presence of catalytic amounts of piperidine.
Uncatalyzed Knoevenagel condensation in PEG-600 at room temperature
Bandgar, Babasaheb P.,Korbad, Balaji L.,Patil, Sachin A.,Bandgar, Sunita B.,Chavan, Hemant V.,Hote, Baliram S.
, p. 700 - 703 (2008)
A rapid, efficient, and ecofriendly protocol has been developed for the Knoevenagel condensation of active methylene compounds with aromatic, aliphatic, conjugated and heteroaromatic aldehydes in polyethylene glycol-600 (PEG-600) with good to excellent yi
Enantioselective Ammonium Ylide Mediated One-Pot Synthesis of Highly Substituted γ-Butyrolactones
Drennhaus, Till,?hler, Laura,Djalali, Saveh,H?fmann, Svenja,Müller, Clemens,Pietruszka, J?rg,Worgull, Dennis
supporting information, p. 2385 - 2396 (2020/04/30)
An ammonium ylide mediated access towards trans-β,γ-disubstituted, all-trans-α,β,γ-trisubstituted, and α,α,β,γ-tetrasubstituted γ-butyrolactones bearing a broad variety of functionalities was developed. Starting from widely accessible benzylidene Meldrum's acid derivatives and α-bromo carbonyl compounds, γ-butyrolactones were obtained in yields between 32–99% with up to excellent diastereoselectivities (>95:5) via a DABCO-mediated [2+1] annulation. Utilization of enantiomerically pure cinchona alkaloid derivatives enables the first asymmetric ammonium ylide mediated method to provide (3R,?4R)-β,γ-disubstituted and (2R,?3R,?4R)-α,β,γ-trisubstituted γ-butyrolactones in moderate to good yields with up to very good enantiomeric ratios (97:3). The scalability of the transformation was proven while determining the absolute configuration. (Figure presented.).
An alternative, practical, and ecological protocol for synthesis of arylidene analogues of Meldrum’s acid as useful intermediates
Khaligh, Nader Ghaffari,Mihankhah, Taraneh,Johan, Mohd Rafie
, (2019/03/17)
This paper presents an ecological protocol for Knoevenagel condensation using a catalytic amount of 4,4′-trimethylenedipiperidine as a versatile, efficient, safe, commercially available, inexpensive, and recyclable organocatalyst by a ball-milling process