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. 2021 Mar 16;12(17):6181–6187. doi: 10.1039/d1sc00882j

Optimization of an asymmetric version of the reaction promoted by thiourea 48a.

graphic file with name d1sc00882j-u2.jpg
Entry Solvent BzX M (mol L−1) (X mol%) Yield [%] ee [%]
1 CH2Cl2 BzCl 0.015 20 mol% 79 51
2 Toluene BzCl 0.015 20 mol% 52 64
3 Toluene BzBr 0.015 20 mol% 75 83
4 Toluene BzBr 0.015 10 mol% 83 83
5 Toluene BzBr 0.020 10 mol% 83 78
6 Toluene BzBr 0.010 10 mol% 85 84
a

Final reactions were performed with 19 (0.09 mmol) under argon.