Baker's yeast mediated reduction of substituted acenaphthenequinones: Regio- and enantioselective preparation of mono-hydroxyacenaphthenones

Xing Yong Wang Jing Nan Cui Wei Min Ren Feng Li Chun Liang Lu Xu Hong Qian

引用本文: Xing Yong Wang,  Jing Nan Cui,  Wei Min Ren,  Feng Li,  Chun Liang Lu,  Xu Hong Qian. Baker's yeast mediated reduction of substituted acenaphthenequinones: Regio- and enantioselective preparation of mono-hydroxyacenaphthenones[J]. Chinese Chemical Letters, 2007, 18(6): 681-684. doi: 10.1016/j.cclet.2007.04.022 shu
Citation:  Xing Yong Wang,  Jing Nan Cui,  Wei Min Ren,  Feng Li,  Chun Liang Lu,  Xu Hong Qian. Baker's yeast mediated reduction of substituted acenaphthenequinones: Regio- and enantioselective preparation of mono-hydroxyacenaphthenones[J]. Chinese Chemical Letters, 2007, 18(6): 681-684. doi: 10.1016/j.cclet.2007.04.022 shu

Baker's yeast mediated reduction of substituted acenaphthenequinones: Regio- and enantioselective preparation of mono-hydroxyacenaphthenones

  • 基金项目:

    We are grateful to the National Key Project for Basic Research (No. 2003CB114400) and Technology Foundation of Shanghai (No. 04DZ05605) for financial support.

摘要: 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.

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  • 收稿日期:  2006-11-17
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