Work

Highly Diastereo‐ and Enantioselective Pd‐Catalyzed Spiroaminoalkylation: One‐Step Construction of Multifunctional Angular Polycyclic Amines

Year: 2025

Type: article

Abstract: Angular polycycles are ubiquitous in natural products with significant biological properties. However, the straightforward catalytic asymmetric synthesis of spirocyclic scaffolds with multiple stereogenic centers from readily available starting materials remains largely underdeveloped and a formidable challenge. Using the aminoalkyl cyclopalladated complex as the key intermediate, we report herein the first example of diastereo- and enantioselective multifunctional angular tetracyclic- and pentacyclic amines synthesis through palladium-catalyzed spiroaminoalkylation/allylic substitution reaction (up to 92% yield, up to 99% ee). The synthetic versatility of this methodology is underscored by the efficient synthesis of chiral phosphine ligands, which further demonstrates its robust utility in concisely constructing versatile chiral ligands.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202522191

Authors: Min Yu, Yangkun Zhou, Hanmin Huang

Institutions: University of Science and Technology of China, Nanjing Xiaozhuang University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Natural Science Foundation of China, University of Science and Technology of China, National Key Research and Development Program of China

Awards: G3732961871, G4833463889, G6605920597, G7271989199, G7834251134