EventsThe 1st International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session a. General Organic Synthesis of the event The 1st International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Sep, 1997
Citation
P. Rüedi, D. Rentsch, G. Przibille, A. Linden, S. Furegati, Synthesis, ee-Determination and Absolute Configuration of Chiral Organophosphorus Inhibitors of Serine Hydrolases, in Proceedings of The 1st International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 1997, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-1-02031
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Synthesis, ee-Determination and Absolute Configuration of Chiral Organophosphorus Inhibitors of Serine Hydrolases

S. Furegati 1
A. Linden 1
G. Przibille 1
D. Rentsch 1
1. Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland
Abstract
In the course of our investigations concerning the regio- and stereochemical course of the inhibition of chymotrypsin and acetylcholinesterase (F.A. Merckling, P. Rüedi, Chimia 1994, 48, 279) we have prepared the chiral 2,4-dioxa-3l5-phosphabicyclo[4.4.0]decan-3-ones (1-8). Being configurationally and conformationally locked, these cis- and trans-decaline-type congeners are good probes for the investigation of stereochemical implications by 31P-NMR spectroscopy (W. Ganci, E.J.M. Meier, G. Przibille, U. Ringeisen, P. Rüedi, Chimia 1996, 50, 345; iid. Helv. Chim. Acta, 1997, 80, 421).
Keywords
n/a
Photoregulation of Acetylcholinesterase Activity with Photolabile Cholinergic Ligands
Synthesis of Rigid Acetylcholine Mimics as Inhibitors of Serine Hydrolases