Display options
Cite
Zhu H, Chen P, Liu G. Palladium-catalyzed intramolecular aminoacetoxylation of unactivated alkenes with hydrogen peroxide as oxidant. Org Lett. 2015;17(6):1485-8doi: 10.1021/acs.orglett.5b00373.
Zhu, H., Chen, P., & Liu, G. (2015). Palladium-catalyzed intramolecular aminoacetoxylation of unactivated alkenes with hydrogen peroxide as oxidant. Organic letters, 17(6), 1485-8. https://doi.org/10.1021/acs.orglett.5b00373
Zhu, Haitao, et al. "Palladium-catalyzed intramolecular aminoacetoxylation of unactivated alkenes with hydrogen peroxide as oxidant." Organic letters vol. 17,6 (2015): 1485-8. doi: https://doi.org/10.1021/acs.orglett.5b00373
Zhu H, Chen P, Liu G. Palladium-catalyzed intramolecular aminoacetoxylation of unactivated alkenes with hydrogen peroxide as oxidant. Org Lett. 2015 Mar 20;17(6):1485-8. doi: 10.1021/acs.orglett.5b00373. Epub 2015 Mar 05. PMID: 25742490.
Copy Download .nbib Format: NLM
Share it on

Org Lett. 2015 Mar 20;17(6):1485-8. doi: 10.1021/acs.orglett.5b00373. Epub 2015 Mar 05.

Palladium-catalyzed intramolecular aminoacetoxylation of unactivated alkenes with hydrogen peroxide as oxidant.

Organic letters

Haitao Zhu, Pinhong Chen, Guosheng Liu

Affiliations

  1. State Key Laboratory of Organometallics Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, China 200032.

PMID: 25742490 DOI: 10.1021/acs.orglett.5b00373

Abstract

A palladium-catalyzed intramolecular aminoacetoxylation of unactivated alkenes was developed in which H2O2 was used as the sole oxidant. A variety of 3-acetoxylated piperidines were obtained in good yields with good to excellent regio- and diastereoselectivities. Mechanistic study revealed that the addition of di(2-pyridyl) ketone (dpk) ligand was crucial to promote the oxidative cleavage of the C-Pd(II) bond by H2O2 to give the C-OAc bond.

Publication Types