Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado Postal 14-740, 07000 México, D.F., México.
J Org Chem. 2011 Mar 4;76(5):1464-7. doi: 10.1021/jo1022469. Epub 2011 Jan 20.
The organocatalytic activity of the methyl ester of (S)-proline-(S)-phenylalanine, (S,S)-2, in the asymmetric aldol reaction between cyclohexanone and acetone with various aromatic aldehydes under solvent-free conditions in a ball mill has been evaluated. α,α-Dipeptide (S,S)-2 catalyzed the stereoselective formation of the expected aldol products, with higher diastereo- and enantioselectivity relative to similar reactions in solution, up to 91:9 anti:syn diastereomeric ratio and up to 95% enantiomeric excess.
(S,S)-2，(S)-脯氨酸-(S)-苯丙氨酸甲酯在无溶剂条件下在球磨机中催化环己酮和丙酮与各种芳香醛的不对称羟醛反应的有机催化活性已经得到了评估。α,α-二肽 (S,S)-2 催化了预期的羟醛产物的立体选择性形成，与类似的溶液反应相比具有更高的非对映选择性和对映选择性，最高可达 91:9 的反式:顺式非对映体比例和最高 95%的对映体过量。
