960001-60-9Relevant academic research and scientific papers
Highly enantioselective reactions of α-sulfonyl carbanions of trifluoromethyl sulfones
Nakamura, Shuichi,Hirata, Norimune,Kita, Takeshi,Yamada, Ryusuke,Nakane, Daisuke,Shibata, Norio,Toru, Takeshi
, p. 7648 - 7650 (2007)
(Chemical Equation Presented) Making a resolution: The catalytic enantioselective reaction of lithiated benzyl trifluoromethyl sulfone with aldehydes delivers products with excellent diastereoselectivity as well as high enantioselectivity. Fluorination of
Catalytic and highly enantioselective reactions of α-sulfonyl carbanions with chiral bis(oxazoline)s
Nakamura, Shuichi,Hirata, Norimune,Yamada, Ryusuke,Kita, Takeshi,Shibata, Norio,Toru, Takeshi
scheme or table, p. 5519 - 5527 (2009/05/27)
The enantioselective reactions of lithiated benzyl trifluoromethyl sulfones with a substoichiometric amount of a bis(oxazoline) and various aldehydes is disclosed. The products were formed with excellent diastereo- and enantioselectivities. Fluorination of the sulfone with N- fluorobenzenesulfonimide and a stoichiometric amount of a bis(oxazoline) gave products with extremely high enantioselectivities (up to 99% ee; ee = enantiomeric excess). The enantioselective reaction was confirmed to proceed through a dynamic thermodynamic resolution pathway.
