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Synlett 1997; 1997(2): 196-198
DOI: 10.1055/s-1997-738
DOI: 10.1055/s-1997-738
letter
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The 1,3,4-Oxadiazole and 1,3,4-Thiadiazole Coupling of Norbornenes and 7-Oxanorbornenes under High Pressure: New Structures, Mechanistic Detail and Synthetic Applications
Further Information
Publication History
Publication Date:
31 December 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199702/lookinside/thumbnails/10.1055-s-1997-738-1.jpg)
A comparison of reactivities, site selectivities, calculation and thermal versus high pressure (14 kbar) reaction conditions are used in a study of the coupling of bicyclic alkenes with 1,3,4-oxadiazoles (and 1,3,4-thiadiazoles) which sets the boundary conditions for such coupling and identifies a 1,3-dipolar species as the likely intermediate.
high pressure - cycloaddition - AM1 calculations - mechanism - polyalicyclics