N -Isopropylsulfinylimines vs. N-tert -butylsulfinylimines in the stereoselective synthesis of sterically hindered amines: An improved synthesis of enantiopure (R)- And (S)-rimantadine and the trifluoromethylated analogues

Description

An improved fully stereoselective synthesis of both enantiomers of rimantadine and its trifluoromethylated analogues has been developed, using N-isopropylsulfinylimines as a starting chiral material, proving the superiority of the isopropyl group as a chiral inducer over the tert-butyl group in the case of hindered N-sulfinylimines.

Abstract

Ministerio de Economía y Competitividad de España (MEC) - CTQ2016-78580-C2-2R

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