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以廉价易得的手性氨基酸为原料合成了一系列氮磺酰化氨基酸配体 ,并将之与硼烷原位制备成手性口恶唑硼烷酮催化苯甲醛与烯醇硅醚的不对称Aldol反应 ,获得了较好的效果。对各种影响反应结果的因素进行了讨论 ,并对其不对称诱导机理进行了探讨。结果表明D 苯基甘氨酸衍生的手性口恶唑硼烷酮催化剂对这种反应的催化效能明显好于L 缬氨酸、L 亮氨酸、L 异亮氨酸等其它脂肪侧链氨基酸衍生的口恶唑硼烷酮催化剂。其所得产物的化学产率和ee值分别为 38.7%和 81.7%
A series of sulfonated amino acid ligands were synthesized from cheap and readily available chiral amino acids and were coupled with boranes in situ to prepare benzaldehyde and enol silicones catalyzed by chiral oxazaborolidinones Symmetric Aldol reaction, obtained good results. A variety of factors affecting the response were discussed, and the asymmetric induction mechanism was discussed. The results showed that the catalytic activity of D-phenylglycine-derived chiral oxazaborolidinone catalyst on this reaction was significantly better than that of other fatty side chain amino acids such as L-valine, L-leucine and L-isoleucine Oxazaborolidinone catalyst. The chemical yield and ee value of its product were 38.7% and 81.7%