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

doi:10.1016/j.cclet.2007.04.022

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

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	681-684
Number of pages	4
Journal	Chinese Chemical Letters
Volume	18
Issue number	6
DOIs	https://doi.org/10.1016/j.cclet.2007.04.022
State	Published - Jun 2007
Externally published	Yes

Keywords

Baker's yeast
Chiral hydroxyacenaphthenone
Reduction
Regio- and enantioselectivity

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10.1016/j.cclet.2007.04.022

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

abstract = "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.",

keywords = "Baker's yeast, Chiral hydroxyacenaphthenone, Reduction, Regio- and enantioselectivity",

author = "Wang, \{Xing Yong\} and Cui, \{Jing Nan\} and Ren, \{Wei Min\} and Feng Li and Lu, \{Chun Liang\} and Qian, \{Xu Hong\}",

year = "2007",

month = jun,

doi = "10.1016/j.cclet.2007.04.022",

language = "英语",

volume = "18",

pages = "681--684",

journal = "Chinese Chemical Letters",

issn = "1001-8417",

publisher = "Elsevier B.V.",

number = "6",

}

TY - JOUR

T1 - Baker's yeast mediated reduction of substituted acenaphthenequinones

T2 - Regio- and enantioselective preparation of mono-hydroxyacenaphthenones

AU - Wang, Xing Yong

AU - Cui, Jing Nan

AU - Ren, Wei Min

AU - Li, Feng

AU - Lu, Chun Liang

AU - Qian, Xu Hong

PY - 2007/6

Y1 - 2007/6

N2 - 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.

AB - 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.

KW - Baker's yeast

KW - Chiral hydroxyacenaphthenone

KW - Reduction

KW - Regio- and enantioselectivity

UR - https://www.scopus.com/pages/publications/34249818156

U2 - 10.1016/j.cclet.2007.04.022

DO - 10.1016/j.cclet.2007.04.022

M3 - 文章

AN - SCOPUS:34249818156

SN - 1001-8417

VL - 18

SP - 681

EP - 684

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 6

ER -

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

Abstract

Keywords

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