Acta Chim Slov. 2020 Dec;67(4):1014-1023.
New di- or triamide organocatalysts derived from (L)-proline were synthesized and successfully used in the direct asymmetric aldol reaction of aliphatic ketones and aromatic aldehydes in water at 0oC in the presence of benzoic acid as co-catalyst. (S)-methyl-2-((S)-3-hydroxy-2-((S)-3-pyrrolidine-2-carboxamido)propanamido)-3-phenylpropanoate (7c) as organocatalyst showed best results under these reaction conditions, and good diastereoselectivities (up to 99%), enantioselectivities (up to 98%) and yields (up to 91%) were observed.
合成了新的二或三酰胺手性有机催化剂,来源于(L)-脯氨酸,在苯甲酸作为共催化剂的存在下,成功地用于脂肪酮和芳香醛在水中的直接不对称羟醛缩合反应。在这些反应条件下,(S)-甲基-2-((S)-3-羟基-2-((S)-3-吡咯烷-2-羧酰胺基)丙酰胺基)-3-苯基丙酸酯(7c)作为有机催化剂表现出最佳的结果,观察到良好的非对映选择性(高达 99%),对映选择性(高达 98%)和产率(高达 91%)。