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Imidazolinium and amidinium salts as Lewis acid organocatalysts.


ABSTRACT: 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.

SUBMITTER: Sereda O 

PROVIDER: S-EPMC3511014 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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Imidazolinium and amidinium salts as Lewis acid organocatalysts.

Sereda Oksana O   Clemens Nicole N   Heckel Tatjana T   Wilhelm René R  

Beilstein journal of organic chemistry 20121018


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. ...[more]

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