Palladium-Catalyzed Enantioselective Dearomatization of Furan To Access N,O-Spirocycles
Xinyue Wang1, Chun Ma1, Junfeng Yang1,2,3
1State Key Laboratory of Green Chemical Synthesis and Conversion, Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai 200438, China.
Abstract:
N,O-Spirocycles are important structural motifs in efficient chiral ligands, natural products, and pharmaceuticals. However, the achievement of highly enantioselective N,O-spirocycles remains a challenge. Herein, we present a Pd-catalyzed enantioselective dearomatization of bromofurans with N-tosylhydrazones using a newly developed chiral sulfinamide phosphine ligand. The reaction features an excellent Z/E ratio, high enantioselectivity, and mild reaction conditions. The synthetic versatility of N,O-spirocycles is demonstrated.
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