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. Author manuscript; available in PMC: 2020 Mar 16.
Published in final edited form as: ACS Comb Sci. 2018 Jan 24;20(2):55–60. doi: 10.1021/acscombsci.7b00151

Table 2.

Proline-Catalyzed Mannich Reaction of Various Ketones with 4-Methoxyaniline and Immobilized Aldehydea

graphic file with name nihms-1069136-t0020.jpg
Aniline Product Conversion (%) dr ee (%)
graphic file with name nihms-1069136-t0021.jpg graphic file with name nihms-1069136-t0028.jpg 83 21:79 81
graphic file with name nihms-1069136-t0022.jpg graphic file with name nihms-1069136-t0029.jpg 31 Na 99
graphic file with name nihms-1069136-t0023.jpg graphic file with name nihms-1069136-t0030.jpg 53 32:68 nd1
graphic file with name nihms-1069136-t0024.jpg graphic file with name nihms-1069136-t0031.jpg 62 19:81 65
graphic file with name nihms-1069136-t0025.jpg graphic file with name nihms-1069136-t0032.jpg 19 29:71 nd2
graphic file with name nihms-1069136-t0026.jpg graphic file with name nihms-1069136-t0033.jpg trace nd2 nd2
graphic file with name nihms-1069136-t0027.jpg graphic file with name nihms-1069136-t0034.jpg trace nd2 nd2
a

na: Not applicable. nd: not determined. Superscript 1: The enantiomers were not resolvable by chiral LC. Superscript 2: Low conversion.