Pyrrolidine–pyridinium based organocatalysts for highly enantioselective Michael addition of cyclohexanone to nitroalkenes

Add time:08/30/2019    Source:sciencedirect.com

A novel class of pyrrolidine–pyridinium based organocatalysts has been developed and demonstrated to efficiently catalyze the asymmetric Michael addition reactions of unmodified cyclohexanone to nitroalkenes in the ionic liquid BMImBF4 with up to 95% yield and nearly 100% ee. The catalytic system could be reused for four times and still retained high enantioselectivity. X-ray crystallographic analysis results suggested that a sterically hindered pyridinium moiety on the catalyst played an important role in the chiral induction.

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