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Synthesis, ee-Determination and Absolute Configuration of Chiral Organophosphorus Inhibitors of Serine Hydrolases
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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).
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