321040-25-9Relevant academic research and scientific papers
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
experimental part, 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.
Highly enantioselective reactions of configurationally labile α-thioorganolithiums using chiral bis(oxazoline)s via two different enantiodetermining steps
Nakamura,Nakagawa,Watanabe,Toru
, p. 11340 - 11347 (2007/10/03)
A cumene solution of α-stannyl benzyl phenyl sulfide was treated with n-BuLi and bis(oxazoline)-(l)Pr at -78 °C and subsequently with benzophenone to give the product with 99% ee. We confirmed that the reaction of α-lithio benzyl phenyl sulfide proceeds t
