Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2018 Feb 23;57(9):2372-2376.
doi: 10.1002/anie.201712350. Epub 2018 Feb 6.

Palladium-Catalyzed Asymmetric Aminohydroxylation of 1,3-Dienes

Hong-Cheng Shen  1 , Yu-Feng Wu  2 , Ying Zhang  1 , Lian-Feng Fan  1 , Zhi-Yong Han  1 , Liu-Zhu Gong  1   3
Affiliations

Palladium-Catalyzed Asymmetric Aminohydroxylation of 1,3-Dienes

Hong-Cheng Shen et al. Angew Chem Int Ed Engl. .

Abstract

A PdII -catalyzed asymmetric aminohydroxylation of 1,3-dienes with N-tosyl-2-aminophenols was developed by making use of a chiral pyridinebis(oxazoline) ligand. The highly regioselective reaction provides direct and efficient access to chiral 3,4-dihydro-2H-1,4-benzoxazines in high yield and enantioselectivity (up to 96:4 e.r.). The reaction employs readily available N-tosyl-2-aminophenols as a unique aminohydroxylation reagent and is complementary to known asymmetric aminohydroxylation methods.

Keywords: aminohydroxylation; asymmetric catalysis; aza-Wacker reactions; benzoxazines; palladium.

PubMed Disclaimer

Publication types

LinkOut - more resources