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Preparation of chiral trans-5-substituted-acenaphthene-1,2-diols by baker's yeast-mediated reduction of 5-substituted-acenaphthylene-1,2-diones

发表时间:2019-03-09
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论文类型:
期刊论文
第一作者:
Wang, Lixiao
通讯作者:
Cui, JN (reprint author), Dalian Univ Technol, State Key Lab Fine Chem, 158 Zhongshan Rd, Dalian 116012, Peoples R China.
合写作者:
Wang, Xingyong,Cui, Jingnan,Ren, Weimin,Meng, Nan,Wang, Jingyun,Qian, Xuhong
发表时间:
2010-04-21
发表刊物:
TETRAHEDRON-ASYMMETRY
收录刊物:
SCIE
文献类型:
J
卷号:
21
期号:
7
页面范围:
825-830
ISSN号:
0957-4166
摘要:
A series of trans-5-substauted-acenaphthene-1,2-diols were obtained in 21-72% yield with 97-100% ee by baker's yeast-mediated reduction of the corresponding acenaphthylene-1,2-diones, in the presence of DMSO as a co-solvent and under vigorous agitation The absolute configuration of (-)-trans-5-methoxy-acenaphthene-1,2-diol trans-3b and (-)-trans-5-bromo-acenaphthene-12-diol trans-3c was assigned as (S,S) and (-)-trans-5-thiomorpholin-acenaphthene-1,2-diol trans-3d was established as (R,R) by exciton-coupled circular dichroism. (C) 2010 Elsevier Ltd All rights reserved
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