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. 2016 Jun 2;21(6):723. doi: 10.3390/molecules21060723

Table 2.

Stereoselective comparison between the aza-Henry additions on C-alkyl substituted aldimines.

graphic file with name molecules-21-00723-i003.jpg

Entry R R′ Product Time (h) Yield (%) b syn/anti a Dr a
1 CH3 H 7/7′g 1 90 − 3:7
2 CF3 c 7/7′j 3 80 − 8:2
3 CH3 CH3 syn-8/8′g; anti-9/9′g 8 84 1:1 2:8
4 CF3 c syn-8/8′j; anti-9/9′j 18 70 3:7 7.2:2.8

a Determined by 1H-NMR performed on the crude mixtures. b After flash chromatography on silica gel. c Reaction performed in the presence of ZrCl4 as catalyst, see ref. [10].