氨基醇催化苯乙酮的不对称还原反应

Asymmetric Reduction of Acetophenone with Amino Alcohols as Catalysts

由天然氨基酸合成了7个手性氨基醇,并对其在NaBH4/BF3.Et2O还原苯乙酮的反应中的不对称催化性能进行了研究.还原反应在30℃下进行,氨基醇的用量为苯乙酮的物质的量的10%.所取最好结果为(S)-α,α-二苯基-2-吡咯烷甲醇催化苯乙酮的还原反应获得了90%的化学产率和70.4%ee.结果表明:这些氨基醇催化NaBH4/BF3.Et2O还原苯乙酮可以获得很高的化学产率和低到中等的对映选择性.

Seven chiral amino alcohols were synthesized from(L)-amino acid and their application to the asymmetric reduction of acetophenone with NaBH4/BF3·Et2O is described.The reduction reactions were proceeded with 10%mol amino alcohol as catalyst at 30℃.a,α-Diphenyl-2-pyrrolidinemethanol was found to show the best asymmetric induction in the catalysis of the reaction of acetophenone to provide(R)-1-phenylethanol with 90% yield and 70.4%ee.The results indicated that acetophenone can be reduced by NaBH4/BF3·Et2O wit...