Efficient synthesis of enantiopure polyfluoroalkanesulfinamides (PFSAs) has been achieved. Their application as novel chiral auxiliaries with an electron-withdrawing and (19)F NMR monitorable polyfluoroalkyl group was initially demonstrated in an asymmetric Strecker reaction under mild conditions.
Optically Pure Polyfluoroalkanesulfinamides: Synthesis and Application as Promising and Monitorable Chiral Auxiliaries. -The title amides are efficient and easily removable chiral auxiliaries. Their use in Strecker reactions allows convenient access to chiral α-amino nitriles. -(LIU, L.-J.; CHEN, L.-J.; LI, P.; LI, X.-B.; LIU*, J.-T.; J. Org. Chem. 76 (2011) 11, 4675-4681, http://dx.
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