82039-64-3Relevant academic research and scientific papers
Symmetric diarylsulfoxides as asymmetric sulfinylating reagents for dialkylmagnesium compounds
Ruppenthal, Simon,Brückner, Reinhard
supporting information, p. 897 - 910 (2015/01/30)
At -78 °C, primary dialkylmagnesium compounds reacted with diarylsulfoxides when 1.5 equiv of the dilithium salt of (S)-BINOL was added as a promotor. Alkyl aryl sulfoxides resulted in up to quantitative yield and with up to 97% ee. This demonstrates the feasibility of asymmetric sulfinylations by achiral sulfinylating agents (from the perspective of Alkyl2Mg) as well as the feasibility of asymmetric sulfoxide-magnesium exchanges (from the perspective of Ar2SO).
Desymmetrization of prochiral diaryl sulfoxides by an asymmetric sulfoxide-magnesium exchange
Hampel, Thomas,Ruppenthal, Simon,Saelinger, Daniel,Brueckner, Reinhard
supporting information; experimental part, p. 3136 - 3140 (2012/05/20)
The first desymmetrizations of prochiral diaryl sulfoxides 1 by an asymmetric sulfoxide-magnesium exchange reaction are reported. The respective substrate (1), iPr2Mg, and the dilithium salt of (S)-BINOL (which was prepared in situ) provided (S)-configured aryl isopropyl sulfoxides 2 in up to 91 % yield and with up to 91 % ee. (S)-BINOL was re-isolable in 98 % yield. Copyright
