J.H. van Maarseveen

Enantioselective BINOL-Phosphoric Acid Catalyzed Pictet-Spengler Reactions of N-Benzyltryptamine

Optically active tetrahydro-beta-carbolines were synthesized via an ( R)-BINOL-phosphoric acid-catalyzed asymmetric Pictet-Spengler reaction of N-benzyltryptamine with a series of aromatic and aliphatic aldehydes. The tetrahydro-beta-carbolines were obtained in yields ranging from 77% to 97% and with ee values up to 87%. The triphenylsilyl-substituted BINOL-phosphoric acid proved to be the catalyst of choice for the reaction with aromatic aldehydes. For the aliphatic aldehydes, 3,5-bistrifluoromethylphenyl-substituted BINOL-phosphoric acid was identified as the best catalyst.

Organocatalytic Enantioselective Total Synthesis of (−)-Arboricine

The tetracyclic indole alkaloid (-)-arboricine has been prepared using an asymmetric organocatalytic Pictet-Spengler reaction as the key step followed by a diastereoselective Pd-catalyzed iodoalkene/enolate cyclization. The absolute stereochemistry was unequivocally proven by X-ray crystallographic analysis and appeared to be opposite to the published structure in the original paper.

Functional mimicry of protein binding sites: Using CLIPS technology in combination with oxime ligation for the reconstruction of discontinuous epitopes

Reference EPFL-CONF-184380doi:10.1002/psc.2449View record in Web of Science Record created on 2013-02-27, modified on 2017-05-12No abstract is available for this article.

Coherent anti-Stokes Raman scattering (CARS) microscopy for three-dimensional flow characterization in microfluidics

The composition of fluids mixing inside of microchannels, as measured by CARS microscopy, is related to the flow field for the purpose of resolving non-symmetric velocity profiles.