Baker's yeast mediated reduction of acenaphthenequinone within 4-10 h afforded mono-hydroxyacenaphthenone mainly with low enantioselectivity, the substrate and mono-hydroxyacenaphthenone product almost converted t...Baker's yeast mediated reduction of acenaphthenequinone within 4-10 h afforded mono-hydroxyacenaphthenone mainly with low enantioselectivity, the substrate and mono-hydroxyacenaphthenone product almost converted to dihydroxyacenaphthene after 48 h. By control of the reaction time and in the presence of DMF as co-solvent, the reduction of 6-substituted acenaphthenequinones under vigorous agitation afforded the corresponding 2-hydroxyacenaphthenones in 24-84% yields with 10-93% ee.展开更多
Regio- and enantioselective reduction of substituted acenaphthenequinones were conducted under mild reaction conditions using plant enzymatic systems. A screening of 15 plants allowed the selection of two suitable pla...Regio- and enantioselective reduction of substituted acenaphthenequinones were conducted under mild reaction conditions using plant enzymatic systems. A screening of 15 plants allowed the selection of two suitable plants fulfilling enantiocomple- mentarity. The (+)- and (-)-mono hydroxyacenaphthenones were achieved with high conversion and good enantiomeric purity using peach (Prunus persica (L.) Batsch., conversion 98%, 71% ee) and carrot (Daucus carota L., conversion 95%, 81% ee), respectively.展开更多
文摘Baker's yeast mediated reduction of acenaphthenequinone within 4-10 h afforded mono-hydroxyacenaphthenone mainly with low enantioselectivity, the substrate and mono-hydroxyacenaphthenone product almost converted to dihydroxyacenaphthene after 48 h. By control of the reaction time and in the presence of DMF as co-solvent, the reduction of 6-substituted acenaphthenequinones under vigorous agitation afforded the corresponding 2-hydroxyacenaphthenones in 24-84% yields with 10-93% ee.
基金the Program for Changjiang Scholars,the Innovative Research Team in University(No.IRT0711)the Technology Foundation of Shanghai(No.04DZ05605)for financial support of the research.
文摘Regio- and enantioselective reduction of substituted acenaphthenequinones were conducted under mild reaction conditions using plant enzymatic systems. A screening of 15 plants allowed the selection of two suitable plants fulfilling enantiocomple- mentarity. The (+)- and (-)-mono hydroxyacenaphthenones were achieved with high conversion and good enantiomeric purity using peach (Prunus persica (L.) Batsch., conversion 98%, 71% ee) and carrot (Daucus carota L., conversion 95%, 81% ee), respectively.