ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Palladium/phosphoramidite-selenide-catalyzed enantioselective allylic etherification reaction

Chunhuan Li, Yu-Mei Chen, Xiao-Bing Gan, Jiao-Lan Qin, Ge-Yun You, and Bin Feng

Guangxi Key Laboratory of Urban Water Environment, Key Laboratory of Regional Ecological Environment Analysis and Pollution Control of West Guangxi, College of Chemistry and Environment Engineering, Baise University, Baise, China

E-mail: yougeyun1988@163.com

Received: 28 October 2024  Accepted: 20 December 2024

Abstract:

Several chiral phosphoramidite-selenide ligands were employed in the palladium-catalyzed asymmetric allylic etherification of 1,3-diarylpropenyl acetate. Under the optimal reaction conditions, a wide range of O-nucleophiles such as benzyl alcohol, methanol, cinnamyl alcohol and so on, were well tolerated to give the products in good yields (up to 93%) with moderate enantioselectivities (up to 85% ee).

Keywords: Allylic etherification; Asymmetric synthesis; Selenide ligand; Palladium

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-024-03867-8

Chemical Papers 79 (2) 1263–1267 (2025)