Proline-catalyzed, asymmetric mannich reactions in the synthesis of a DPP-IV inhibitor |
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Authors: | Janey Jacob M Hsiao Yi Armstrong Joseph D |
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Affiliation: | Department of Process Research, Merck Research Laboratories, Merck and Co., Inc., Rahway, New Jersey 07065, USA. jacob_janey@merck.com |
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Abstract: | [reaction: see text] A highly stereoselective L-proline-catalyzed, asymmetric direct Mannich reaction between a glyoxalate-derived imine and phenyl acetaldehyde was employed for the formation of a syn substituted beta-phenyl homoserine. This Mannich adduct was then readily elaborated to a functionalized beta-phenyl aspartic acid derivative through a series of mild and efficient transformations. |
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