R ) and ( S ) 4 Methyl 1 nonanol, the sex attractant of the yellow mealworn( Tenebrio molitor L. ), were synthesized from bornane 10,2 sultam via asymmetric alkylation of N acylbornane 10,2 sultam with alkyl iodide, r...R ) and ( S ) 4 Methyl 1 nonanol, the sex attractant of the yellow mealworn( Tenebrio molitor L. ), were synthesized from bornane 10,2 sultam via asymmetric alkylation of N acylbornane 10,2 sultam with alkyl iodide, reductive cleavage with LiAlH 4, bromination with HBr and reaction of organocuprate reagent with ethylene oxide in the presence of BF 3·Et 2O. The enantiomeric excess of the total syntheses was over 97%e.e..展开更多
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...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..展开更多
文摘R ) and ( S ) 4 Methyl 1 nonanol, the sex attractant of the yellow mealworn( Tenebrio molitor L. ), were synthesized from bornane 10,2 sultam via asymmetric alkylation of N acylbornane 10,2 sultam with alkyl iodide, reductive cleavage with LiAlH 4, bromination with HBr and reaction of organocuprate reagent with ethylene oxide in the presence of BF 3·Et 2O. The enantiomeric excess of the total syntheses was over 97%e.e..
文摘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..
