期刊
MOLECULES
卷 22, 期 8, 页码 -出版社
MDPI AG
DOI: 10.3390/molecules22081333
关键词
organocatalysis; electrophilic amination; guanidines; asymmetric catalysis; dicarbonyl compounds
资金
- University of Alicante [VIGROB-173, VIGROB-285, GRE12-03, UAUSTI13-01, UAUSTI13-02]
- Spanish Ministerio de Economia y Competitividad [CTQ2011-24151]
The synthesis and the evaluation as organocatalysts of new chiral guanidines derived from benzimidazoles in the enantioselective alpha-amination of 1,3-dicarbonyl compounds using di-t-butylazodicarboxylate as aminating agent is herein disclosed. The catalysts are readily synthesized through the reaction of 2-chlorobezimidazole and a chiral amine in moderate-to-good yields. Among all of them, those derived from (R)-1-phenylethan-1-amine (1) and (S)-1-(2-naphthyl) ethan-1-amine (3) turned out to be the most efficient for such asymmetric transformation, rendering good-to-high yields and moderate-to-good enantioselectivities for the amination products.
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