Palladium/Xu-Phos-catalyzed Asymmetric Carboamination Towards Isoxazolidines and Pyrrolidines

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2021 Jul 1

PMID 34194715

Authors

Yuzhuo Wang

Lei Wang

Mingjie Chen

Youshao Tu

Yu Liu

Junliang Zhang

Affiliations

Soon will be listed here.

Abstract

An efficient palladium-catalyzed enantioselective carboamination reaction of -Boc--homoallyl-hydroxylamines and -Boc-pent-4-enylamines with aryl or alkenyl bromides was developed, delivering various substituted isoxazolidines and pyrrolidines in good yields with up to 97% ee. The reaction features mild conditions, general substrate scope and scalability. The obtained products can be transformed into chiral 1,3-aminoalcohol derivatives without erosion of chirality. The newly identified Xu-Phos ligand bearing an -OPr group is responsible for the good yield and high enantioselectivity.

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