4.4 Article

Enantioselective addition of aldehydes to amines via combined catalytic biomimetic oxidation and organocatalytic C-C bond formation

期刊

TETRAHEDRON LETTERS
卷 46, 期 23, 页码 3965-3968

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.04.047

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biomimetic oxidation; catalysis; asymmetric synthesis; ruthenium; proline

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The biomimetic catalytic enantioselective addition of aldehydes to amines is reported. This was accomplished by combining biomimetic coupled catalytic aerobic oxidation of amines involving ruthenium-induced dehydrogenation and organocatalytic asymmetric Mannich reactions. The novel one-pot reactions furnished beta-amino aldehyde and alpha-amino acid derivatives in high yields with excellent chemoselectivity and up to > 99% ee. (c) 2005 Elsevier Ltd. All rights reserved.

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