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CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes.
Angew Chem Int Ed Engl. 2018 05 28; 57(22):6672-6675.AC

Abstract

A CuH-catalyzed enantioselective hydroamidation reaction of vinylarenes has been developed using readily accessible 1,4,2-dioxazol-5-ones as electrophilic amidating reagents. This method provides a straightforward and efficient approach to synthesize chiral amides in good yields with high levels of enantiopurity under mild conditions. Moreover, this transformation tolerates substrates bearing a broad range of functional groups.

Authors+Show Affiliations

Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA.Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA.Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA.Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA.Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA.

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

29660768

Citation

Zhou, Yujing, et al. "CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes." Angewandte Chemie (International Ed. in English), vol. 57, no. 22, 2018, pp. 6672-6675.
Zhou Y, Engl OD, Bandar JS, et al. CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes. Angew Chem Int Ed Engl. 2018;57(22):6672-6675.
Zhou, Y., Engl, O. D., Bandar, J. S., Chant, E. D., & Buchwald, S. L. (2018). CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes. Angewandte Chemie (International Ed. in English), 57(22), 6672-6675. https://doi.org/10.1002/anie.201802797
Zhou Y, et al. CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes. Angew Chem Int Ed Engl. 2018 05 28;57(22):6672-6675. PubMed PMID: 29660768.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes. AU - Zhou,Yujing, AU - Engl,Oliver D, AU - Bandar,Jeffrey S, AU - Chant,Emma D, AU - Buchwald,Stephen L, Y1 - 2018/04/30/ PY - 2018/03/06/received PY - 2018/4/17/pubmed PY - 2019/5/7/medline PY - 2018/4/17/entrez KW - alkenes KW - amidation KW - amides KW - copper KW - enantioselectivity SP - 6672 EP - 6675 JF - Angewandte Chemie (International ed. in English) JO - Angew. Chem. Int. Ed. Engl. VL - 57 IS - 22 N2 - A CuH-catalyzed enantioselective hydroamidation reaction of vinylarenes has been developed using readily accessible 1,4,2-dioxazol-5-ones as electrophilic amidating reagents. This method provides a straightforward and efficient approach to synthesize chiral amides in good yields with high levels of enantiopurity under mild conditions. Moreover, this transformation tolerates substrates bearing a broad range of functional groups. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/29660768/CuH_Catalyzed_Asymmetric_Hydroamidation_of_Vinylarenes_ L2 - https://doi.org/10.1002/anie.201802797 DB - PRIME DP - Unbound Medicine ER -