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Savarin CG, Boice GN, Murry JA, et al. Direct N-acetyl enamine formation: lithium bromide mediated addition of methyllithium to nitriles. Org Lett. 2006;8(18):3903-6doi: 10.1021/ol061318k.
Savarin, C. G., Boice, G. N., Murry, J. A., Corley, E., DiMichele, L., & Hughes, D. (2006). Direct N-acetyl enamine formation: lithium bromide mediated addition of methyllithium to nitriles. Organic letters, 8(18), 3903-6. https://doi.org/10.1021/ol061318k
Savarin, Cécile G, et al. "Direct N-acetyl enamine formation: lithium bromide mediated addition of methyllithium to nitriles." Organic letters vol. 8,18 (2006): 3903-6. doi: https://doi.org/10.1021/ol061318k
Savarin CG, Boice GN, Murry JA, Corley E, DiMichele L, Hughes D. Direct N-acetyl enamine formation: lithium bromide mediated addition of methyllithium to nitriles. Org Lett. 2006 Aug 31;8(18):3903-6. doi: 10.1021/ol061318k. PMID: 16928034.
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Org Lett. 2006 Aug 31;8(18):3903-6. doi: 10.1021/ol061318k.

Direct N-acetyl enamine formation: lithium bromide mediated addition of methyllithium to nitriles.

Organic letters

Cécile G Savarin, Geneviève N Boice, Jerry A Murry, Edward Corley, Lisa DiMichele, Dave Hughes

Affiliations

  1. Department of Process Research, Merck Research Laboratories, Merck & Company, P.O. Box 2000, Rahway, NJ 07065, USA. [email protected]

PMID: 16928034 DOI: 10.1021/ol061318k

Abstract

An improved protocol for N-acetyl enamine formation is disclosed which involves LiBr-mediated addition of MeLi to substituted nitriles. The resulting enamides are isolated in high yields and excellent purity which permits subsequent hydrogenation at very low catalyst loading.

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