122442-02-8Relevant articles and documents
Enantioselective Three-Step Synthesis of Homo-β-proline: A Donor-Acceptor Cyclopropane as Key Intermediate
Pilsl, Ludwig K. A.,Ertl, Thomas,Reiser, Oliver
, p. 2754 - 2757 (2017)
An enantioselective three-step synthesis of the GABA uptake inhibitor (S)-(+)-homo-β-proline was developed. The basis for the synthesis was the enantioselective CuI-catalyzed cyclopropanation of N-Boc-pyrrole, a substrate that persistently has proved to be challenging in such transformations. The cyclopropanation can be performed on a 150 mmol scale, and the two subsequent steps (i.e., hydrogenation and in situ cyclopropane-opening/double-deprotection) toward the target molecule proceed smoothly in quantitative yield without loss of enantiopurity.
Chiral bicyclic guanidine as a versatile bronsted base catalyst for the enantioselective michael reactions of dithiomalonates and β-keto thioesters
Ye, Weiping,Jiang, Zhiyong,Zhao, Yujun,Goh, Serena Li Min,Leow, Dasheng,Soh, Ying-Teck,Tan, Choon-Hong
, p. 2454 - 2458 (2008/09/19)
A chiral bicyclic guanidine was developed as a versatile Bronsted base catalyst for the enantioselective Michael reactions of dithiomalonates and β-keto thioesters using a range of acceptors including maleimides, cyclic enones, furanone and acyclic 1,4-di
Conformationally constrained no synthase inhibitors: Rigid analogs of L- N-iminoethylornithine
Eustache, Jacques,Grob, Alfred,Lam, Charles,Sellier, Odile,Schulz, Gerhard
, p. 2961 - 2966 (2007/10/03)
The synthesis of eight rigid analogs of L-N-iminoethylomithine (L-NIO) is described. The compounds have been evaluated for their inhibition of inducible nitric oxide synthase. Preliminary structure-activity relationships are discussed.