相转移催化不对称诱导合成α-氨基酸

ASYMMETRIC INDUCTION IN THE SYNTHESIS OF α-AMINO ACID UNDER PTC CONDITIONS

在固液两相体系.分别以手性和非手性季铵盐为相转移催化剂,以各种α-溴代脂肪酸薄荷醇酯为手性底物,通过与邻苯二甲酰亚胺钾的Gabriel反应,合成了4种具有光学活性的α-氨基酸,对比了在各种不对称诱导条件下产物的光学纯度.

Gabriel reaction of potassium phthalimide and (-)-menthyl α-bromocarboaylates are studied under solid-liquid chiral and nonchiral PTC condi- tions. Four optically active 2-phthalimidoesters are synthesized under varied PTC con- ditions. Four L-predominant α-amino acids with optical yields 3%~13.5% are obtained by hydrazinolysis and hydrolysis of these N-substituted phthalimides.