Asymmetric Synthesis of Biaryl Sulfilimines Bearing Multiple Chiral Elements Involving Cyclic Diaryliodoniums
Xiangyu Liu1,2, Zenghui Ye1, Jici Liu1
1School of Pharmacy, Hangzhou Medical College, Hangzhou 310000, China.
Abstract:
The enantio- and diastereoselective synthesis of biaryl atropisomers with a sulfur stereogenic center is a significant challenge for current chemical synthesis due to the lack of effective synthetic strategies. Herein, we report an efficient method for the construction of chiral biaryl sulfilimines possessing both axial and sulfur central chiralities via copper/chiral cobalt anion-catalyzed sulfuration of cyclic diaryliodoniums under mild conditions. Various axial chiral biaryl sulfilimines were efficiently prepared in high yields (up to 99%) and enantioselectivities (up to 98% ee), which can be easily transformed into a wide range of valuable chiral biaryl sulfoximines and their derivatives.
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