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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
Release time:2019-03-09 Hits:
Indexed by: 期刊论文
First Author: Wang, Lixiao
Correspondence Author: Cui, JN (reprint author), Dalian Univ Technol, State Key Lab Fine Chem, 158 Zhongshan Rd, Dalian 116012, Peoples R China.
Co-author: Wang, Xingyong,Cui, Jingnan,Ren, Weimin,Meng, Nan,Wang, Jingyun,Qian, Xuhong
Date of Publication: 2010-04-21
Journal: TETRAHEDRON-ASYMMETRY
Included Journals: SCIE
Document Type: J
Volume: 21
Issue: 7
Page Number: 825-830
ISSN No.: 0957-4166
Abstract: 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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