4.5 Article

Rhodium-Catalyzed Highly Enantioselective Addition of Arylboronic Acids to Cyclic Aldimines: Practical Asymmetric Synthesis of Cyclic Sulfamidates

Journal

SYNTHESIS-STUTTGART
Volume 45, Issue 15, Pages 2125-2133

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1338418

Keywords

asymmetric catalysis; cyclization; arylation; rhodium; boron; ligands; sulfamidates; heterocycles

Funding

  1. National Natural Science Foundation of China [20972172, 21021063]

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A highly efficient asymmetric arylation of cyclic N-sulfonyl aldimines with arylboronic acids catalyzed by a rhodium/sulfur-olefin ligand complex under mild conditions is described. A wide range 4-aryl-3,4-dihydro-1,2,3-benzoxathiazine 2,2-dioxides were obtained in extremely high yields (93-99%) and high enantiomeric purities (97-99% ee).

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