677005-72-0Relevant academic research and scientific papers
CpRu/Br?nsted Acid-Catalyzed Enantioselective Dehydrative Cyclization of Pyrroles N-Tethered with Allylic Alcohols
Iwase, Shoutaro,Kitamura, Masato,Suzuki, Yusuke,Tanaka, Shinji
, (2020/03/04)
A cationic CpRu/halogen/Br?nsted acid hybrid catalyst (R ?cat) with the axially chiral Cl-Naph-PyCOOH ligand (naph = naphthyl, py = pyridine) is highly efficient for dehydrative cyclization of pyrroles to construct 1,2-fused-2-allylated pyrroles that, so far, have not been achieved. The mechanistic study has implied that hydrogen and halogen bonds play a key role for facilitating the R,SRu-catalyzed reaction pathway via a σ-allyl intermediate and that the diastereomeric R,RRu ?cat slowly gives the minor enantiomer via a π-allyl intermediate.
The influence of chiral auxiliaries and catalysts on the selectivity of intramolecular conjugate additions of pyrrole to N-tethered Michael acceptors
Banwell, Martin G.,Beck, Daniel A.S.,Smith, Jason A.
, p. 157 - 159 (2007/10/03)
A series of pyrroles incorporating N-tethered acrylates and related groups has been prepared and examined for their capacity to undergo intramolecular Michael addition reactions to form, in a diastereo- or enantio-selective fashion, the corresponding 8-substituted tetrahydroindolizidine or homologues thereof.
