Interplay of Theory and Experiment:  Reversal of the Torquoselectivity of the Electrocyclic Ring Opening of 3-Acetylcyclobutene by a Lewis Acid

1996 ◽  
Vol 61 (2) ◽  
pp. 640-646 ◽  
Author(s):  
Satomi Niwayama
2012 ◽  
Vol 8 ◽  
pp. 1798-1803 ◽  
Author(s):  
Oksana Sereda ◽  
Nicole Clemens ◽  
Tatjana Heckel ◽  
René Wilhelm

The application of imidazolinium and amidinium salts as soft Lewis acid organocatalysts is described. These salts were suitable catalysts for the activation of unsaturated thioesters in a Diels–Alder reaction and in the ring opening of thiiranes and epoxides. The products were isolated in good yields. The mild catalysts did not cause desulfurization of the products containing a thiol or thiocarbonyl group.


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