摘要
S) and (R) 2 hydroxymethyl pyrrolidine(2) were prepared from L proline and D glutamic acid, respectively. After acylation with propionic anhydride they gave 2 hydro xymethyl 1 propionyl pyrrolidine(3). A chiral center was introduced into (3) on alkylation with propyl bromide in the presence of lithium diisopropylamide(LDA) and (4) was formed. The alarm pheromone of leaf cutting ant, (S) and (R) 4 methyl 3 heptanone(1) were obtained from (4) by acid hydrolysis and reacting with ethyllithium. Both isomers of (1) have optical yield of 85%e.e..
S) and (R) 2 hydroxymethyl pyrrolidine(2) were prepared from L proline and D glutamic acid, respectively. After acylation with propionic anhydride they gave 2 hydro xymethyl 1 propionyl pyrrolidine(3). A chiral center was introduced into (3) on alkylation with propyl bromide in the presence of lithium diisopropylamide(LDA) and (4) was formed. The alarm pheromone of leaf cutting ant, (S) and (R) 4 methyl 3 heptanone(1) were obtained from (4) by acid hydrolysis and reacting with ethyllithium. Both isomers of (1) have optical yield of 85%e.e..
出处
《应用化学》
CAS
CSCD
北大核心
2000年第2期206-208,共3页
Chinese Journal of Applied Chemistry
基金
国家自然科学基金资助课题! ( 2 9872 0 12 )
关键词
甲基庚酮
吡咯烷甲醇法
切叶蚁警戒信息素
合成
methylheptanone,insect pheromone,pyrrolidine methanol,asymmetric alkylation
