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Kong D, Li M, Wang R, et al. Asymmetric Hydrogenation of β-Aryloxy/Alkoxy Cinnamic Nitriles and Esters. Org Lett. 2016;18(19):4916-4919doi: 10.1021/acs.orglett.6b02393.
Kong, D., Li, M., Wang, R., Zi, G., & Hou, G. (2016). Asymmetric Hydrogenation of β-Aryloxy/Alkoxy Cinnamic Nitriles and Esters. Organic letters, 18(19), 4916-4919. https://doi.org/10.1021/acs.orglett.6b02393
Kong, Duanyang, et al. "Asymmetric Hydrogenation of β-Aryloxy/Alkoxy Cinnamic Nitriles and Esters." Organic letters vol. 18,19 (2016): 4916-4919. doi: https://doi.org/10.1021/acs.orglett.6b02393
Kong D, Li M, Wang R, Zi G, Hou G. Asymmetric Hydrogenation of β-Aryloxy/Alkoxy Cinnamic Nitriles and Esters. Org Lett. 2016 Oct 07;18(19):4916-4919. doi: 10.1021/acs.orglett.6b02393. Epub 2016 Sep 14. PMID: 27626807.
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Org Lett. 2016 Oct 07;18(19):4916-4919. doi: 10.1021/acs.orglett.6b02393. Epub 2016 Sep 14.

Asymmetric Hydrogenation of β-Aryloxy/Alkoxy Cinnamic Nitriles and Esters.

Organic letters

Duanyang Kong, Meina Li, Rui Wang, Guofu Zi, Guohua Hou

Affiliations

  1. College of Chemistry, Beijing Normal University , Beijing 100875, China.

PMID: 27626807 DOI: 10.1021/acs.orglett.6b02393

Abstract

A highly efficient and enantioselective hydrogenation of β-aryloxy/alkoxy cinnamic nitriles and esters under mild conditions has been realized by using a rhodium catalyst with a chiral f-spiroPhos ligand. The method provides efficient access to the asymmetric synthesis of a variety of chiral β-oxy-functionalized nitriles and esters with excellent enantioselectivities (up to 99.9% ee) and high turnover numbers (TON of up to 50000). This methodology has also been successfully applied to the concise and practical synthesis of the chiral pharmaceutical nisoxetine.

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