Synthesis of axially chiral oxazoline–carbene ligands with an N-naphthyl framework and a study of their coordination with AuCl·SMe₂

• Feijun Wang,
• Shengke Li,
• Mingliang Qu,
• Mei-Xin Zhao,
• Lian-Jun Liu and
• Min Shi

Beilstein J. Org. Chem. 2012, 8, 726–731, doi:10.3762/bjoc.8.81

• Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China 10.3762/bjoc.8.81 Abstract Axially chiral oxazoline–carbene ligands with an N-naphthyl framework were successfully prepared, and their coordination behavior with AuCl·SMe2 was also investigated

• , affording the corresponding Au(I) complexes in moderate to high yields. Keywords: axially chiral ligand; gold; N-heterocyclic carbenes; N-naphthyl framework; Introduction During the past decade, with an explosive growth of asymmetric homogeneous gold catalysis in C–C, C–O, or C–N bond formations, the

• type of axially chiral ligand 7 with an N-naphthyl framework (Figure 2) instead of traditional binaphthyl framework [15]. Their palladium complexes 8 showed high stereoselectivities in asymmetric allylic arylations to achieve the kinetic resolution of Morita–Baylis–Hillman adducts, affording up to 99