Jun Liu, Laijun Zhang, Jinbo Hu
Nov 11, 2008
Citations
0
Influential Citations
38
Citations
Journal
Organic letters
Abstract
Pregeneration of fluoro(phenylsulfonyl)methyl anion (PhSO(2)CHF(-)) paves the way for the efficient and highly stereoselective monofluoromethylation of (R)-N-tert-butylsulfinyl ketimines. The stereocontrol mode of the present diastereoselective monofluoromethylation of ketimines is different from the previously known nucleophilic fluoroalkylation of (R)-N-tert-butylsulfinyl aldimines, which suggests that a cyclic six-membered transition state (rather than a nonchelation controlled one) is involved in the current ketimine reaction.