A Short and Efficient Stereoselective Synthesis of the Potent 5-Lipoxygenase Inhibitor CMI-977

Darren J. Dixon Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK

Steven V. Ley Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK

Dominic J. Reynolds Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK

Mukund S. Chorghade LeukoSite Inc., 215 First Street, Cambridge, Massachusetts, 02142, USA

Abstract

A short and efficient synthesis of the potent 5-lipoxygenase inhibitor CMI-977 is described using as the key step a stereoselective anomeric oxygen to carbon rearrangement of an alkynyl stannane tetrahydrofuranyl ether derivative mediated by boron trifluoride etherate.

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A Short and Efficient Stereoselective Synthesis of the Potent 5-Lipoxygenase Inhibitor CMI-977

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A Short and Efficient Stereoselective Synthesis of the Potent 5-Lipoxygenase Inhibitor CMI-977

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