An asymmetric synthesis of a 4-substituted-1,4-dihydropyridine

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Abstract

A concise, convergent asymmetric synthesis of the 4-substituted-1,4-dihydropyridine 1 [Ohnmacht, C. J., Jr.; Trainor, D. A.; Forst, J. M.; Stein, M. M.; Harris, R. J. Patent No. 5,622, 964] has been achieved via a novel asymmetric Michael addition of an optically pure vinylogous amide to an α,β-unsaturated ketone. The overall process is three steps from readily available starting materials and provides an economical manufacturing route to the title compound, which was required as a candidate drug for the treatment of urinary incontinence. © 2002 Elsevier Science Ltd. All rights reserved.

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Ashworth, I., Hopes, P., Levin, D., Patel, I., & Salloo, R. (2002). An asymmetric synthesis of a 4-substituted-1,4-dihydropyridine. Tetrahedron Letters, 43(28), 4931–4933. https://doi.org/10.1016/S0040-4039(02)00975-9

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