Light-Triggered Enantioselective Organocatalytic Mannich-Type Reaction
نویسندگان
چکیده
منابع مشابه
Organocatalytic mannich-type reactions of trifluoroethyl thioesters.
Direct organocatalytic Mannich-type reactions of thioesters provide for the expedient and diastereoselective synthesis of protected beta-amino acids. A variety of thioesters were found to be reactive with different imines under mild conditions to provide beta-amino acids in good yields. This chemistry was extended to a diastereo- and enantioselective variant.
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The proline-catalyzed direct asymmetric Mannich reaction between cyclohexanone, formaldehyde, and various anilines is thermally accelerated. With only 0.5 mol % of catalyst, Mannich products with up to 98% ee have been obtained after a short period of time in reactions performed under microwave irradiation. In situ reduction of the resulting ketones affords N-aryl amino alcohols in up to 86% yi...
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An enantioselective Brønsted acid catalyzed Mannich reaction between acetophenone derived enamines and N-Boc imines has been developed. Simple diol (S)-H(8)-BINOL has been identified as the optimal catalyst, to afford versatile beta-amino aryl ketones in good yield and enantiomeric excess.
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ژورنال
عنوان ژورنال: Synthesis
سال: 2016
ISSN: 0039-7881,1437-210X
DOI: 10.1055/s-0036-1588606