Lewis acid promoted ring-opening allylation of epichlorohydrin with allylic silanes and stannanes to afford 1-chloro-5-alken-2-ols. A short synthesis of (S)-(-)-ipsenol

1990 ◽  
Vol 55 (16) ◽  
pp. 4849-4852 ◽  
Author(s):  
Toshiro Imai ◽  
Shinya Nishida
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Allylic Silanes ◽  
Short Synthesis

scholarly journals Imidazolinium and amidinium salts as Lewis acid organocatalysts

2012 ◽  
Vol 8 ◽  
pp. 1798-1803 ◽  
Author(s):  
Oksana Sereda ◽  
Nicole Clemens ◽  
Tatjana Heckel ◽  
René Wilhelm
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

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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