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Wang J, Wang P, Wang L, et al. Nickel-Mediated Asymmetric Allylic Alkylation between Nitroallylic Acetates and Acyl Imidazoles. Org Lett. 2017;19(18):4826-4829doi: 10.1021/acs.orglett.7b02264.
Wang, J., Wang, P., Wang, L., Li, D., Wang, K., Wang, Y., Zhu, H., Yang, D., & Wang, R. (2017). Nickel-Mediated Asymmetric Allylic Alkylation between Nitroallylic Acetates and Acyl Imidazoles. Organic letters, 19(18), 4826-4829. https://doi.org/10.1021/acs.orglett.7b02264
Wang, Jie, et al. "Nickel-Mediated Asymmetric Allylic Alkylation between Nitroallylic Acetates and Acyl Imidazoles." Organic letters vol. 19,18 (2017): 4826-4829. doi: https://doi.org/10.1021/acs.orglett.7b02264
Wang J, Wang P, Wang L, Li D, Wang K, Wang Y, Zhu H, Yang D, Wang R. Nickel-Mediated Asymmetric Allylic Alkylation between Nitroallylic Acetates and Acyl Imidazoles. Org Lett. 2017 Sep 15;19(18):4826-4829. doi: 10.1021/acs.orglett.7b02264. Epub 2017 Sep 01. PMID: 28862455.
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Org Lett. 2017 Sep 15;19(18):4826-4829. doi: 10.1021/acs.orglett.7b02264. Epub 2017 Sep 01.

Nickel-Mediated Asymmetric Allylic Alkylation between Nitroallylic Acetates and Acyl Imidazoles.

Organic letters

Jie Wang, Pengxin Wang, Linqing Wang, Dan Li, Kezhou Wang, Yuan Wang, Haiyong Zhu, Dongxu Yang, Rui Wang

Affiliations

  1. Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University , Lanzhou, 730000, China.

PMID: 28862455 DOI: 10.1021/acs.orglett.7b02264

Abstract

A nickel-mediated asymmetric allylic alkylation reaction between imidazole-modified ketones and nitroallylic acetates is presented. This reaction is catalyzed by a simple chiral diamine-nickel catalyst under mild conditions and leads to a series of novel enantioenriched α-allylic adducts in moderate to good yields with excellent enantioselectivities. Furthermore, transformation of the allylic adducts could smoothly lead to chiral γ-nitro-esters containing three continuous stereocenters in good yields.

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