209863-85-4Relevant articles and documents
Stereoselective transformation of amines via chiral 2,4,6-triphenylpyridinium intermediates
Said, Sadri A.,Fiksdahl, Anne
, p. 1947 - 1951 (2001)
We herein report the preparation and the nucleophilic substitution of the chiral 2,4,6-triphenylpyridinium tetrafluoroborates 2a and 2b. The triphenylpyridinium intermediates were generated from homochiral amines (1a, 1b) and 2,4,6-triphenylpyrylium tetrafluoroborate and used as substrates for stereoselective nucleophilic substitution. The degree of inversion in the substitution reactions has been studied. The alcohol (3a, 3b) and azide (4a, 4b) products were obtained with >99 and 96-98% inversion of configuration, respectively.