Methyl 1 phenyl 1 [3 (3 phenoxyl) phenyl]cyclopentene ethane (9) as a non ester pyrethroid was synthesized via a series of reactions from available materials e.g. cyclopentanone with advantages of good yield and easy ...Methyl 1 phenyl 1 [3 (3 phenoxyl) phenyl]cyclopentene ethane (9) as a non ester pyrethroid was synthesized via a series of reactions from available materials e.g. cyclopentanone with advantages of good yield and easy operation. The structure of the compound was confirmed by elemental analysis? IR and 1H NMR.展开更多
Phenylsulfonyl 2 propanone was reduced to 1 phenylsulfonyl 2 propanol with baker′s yeast in very high chemical yield and optical purity, this alcohol was then alkylated, desulfurated and esterified to the target comp...Phenylsulfonyl 2 propanone was reduced to 1 phenylsulfonyl 2 propanol with baker′s yeast in very high chemical yield and optical purity, this alcohol was then alkylated, desulfurated and esterified to the target compound S 2 acetoxyltridecane which had very high optical purity.展开更多
The S (+) sulcatol(1) was prepared in 4 steps. Sodium phenyl sulfinate was reacted with bromoacetone in ethanol to give 1 phenylsulfonyl 2 propanone(2). Alkylation of (2) by 1 chloro 3 methyl 2 butene(3) in the presen...The S (+) sulcatol(1) was prepared in 4 steps. Sodium phenyl sulfinate was reacted with bromoacetone in ethanol to give 1 phenylsulfonyl 2 propanone(2). Alkylation of (2) by 1 chloro 3 methyl 2 butene(3) in the presence of K 2CO 3 through solid liquid PTC in DMF at 40～50 ℃ gave 3 phenylsulfonyl 6 methyl 5 heptene 2 one(4). The sulfone moiety of (4) was removed by Raney Ni reduction under mild conditions and the key intermediate prochiral 6 methyl 5 heptene 2 one(5) was obtained. Sulcatol(1) with optical purity of 94%e.e. was obtained by Baker′s yeast mediated reduction of (5).展开更多
文摘Methyl 1 phenyl 1 [3 (3 phenoxyl) phenyl]cyclopentene ethane (9) as a non ester pyrethroid was synthesized via a series of reactions from available materials e.g. cyclopentanone with advantages of good yield and easy operation. The structure of the compound was confirmed by elemental analysis? IR and 1H NMR.
文摘Phenylsulfonyl 2 propanone was reduced to 1 phenylsulfonyl 2 propanol with baker′s yeast in very high chemical yield and optical purity, this alcohol was then alkylated, desulfurated and esterified to the target compound S 2 acetoxyltridecane which had very high optical purity.
文摘The S (+) sulcatol(1) was prepared in 4 steps. Sodium phenyl sulfinate was reacted with bromoacetone in ethanol to give 1 phenylsulfonyl 2 propanone(2). Alkylation of (2) by 1 chloro 3 methyl 2 butene(3) in the presence of K 2CO 3 through solid liquid PTC in DMF at 40～50 ℃ gave 3 phenylsulfonyl 6 methyl 5 heptene 2 one(4). The sulfone moiety of (4) was removed by Raney Ni reduction under mild conditions and the key intermediate prochiral 6 methyl 5 heptene 2 one(5) was obtained. Sulcatol(1) with optical purity of 94%e.e. was obtained by Baker′s yeast mediated reduction of (5).
