光学活性丙氨酸和叔亮氨酸的不对称合成

Asymmetric Synthesis of Optical Active Alanine and Terleucine

α-酮酸1a-b与R-或S-α-苯乙胺反应,然后经过还原和氢解,生成光学活性的丙氨酸(4a)和叔亮氨酸(4b)。当采用Pd/C催化氢化和NaBH4还原时的立体选择性不同。在NaBH4还原的条件下,e.e.值达80%以上。

Optical active alanine (4a) and terleucine (4b) were prepared from a reaction of α-ketoacid 1a-b and R- or S-α-phenylethylamine, followed by a reduction and hydrogenolysis. Stereoselectivity was different in reduction reaction with Pd / C - H 2 or NaBH 4. More than 80 % e.e. was found in the condition of NaBH 4.