TY - JOUR
T1 - Preparation of chiral trans-5-substituted-acenaphthene-1,2-diols by baker's yeast-mediated reduction of 5-substituted-acenaphthylene-1,2-diones
AU - Wang, Lixiao
AU - Wang, Xingyong
AU - Cui, Jingnan
AU - Ren, Weimin
AU - Meng, Nan
AU - Wang, Jingyun
AU - Qian, Xuhong
PY - 2010/4/21
Y1 - 2010/4/21
N2 - A series of trans-5-substituted-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-methoxyacenaphthene-1,2-diol trans-3b and (-)-trans-5-bromo- acenaphthene-1,2-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.
AB - A series of trans-5-substituted-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-methoxyacenaphthene-1,2-diol trans-3b and (-)-trans-5-bromo- acenaphthene-1,2-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.
UR - https://www.scopus.com/pages/publications/77956482602
U2 - 10.1016/j.tetasy.2010.04.048
DO - 10.1016/j.tetasy.2010.04.048
M3 - 文章
AN - SCOPUS:77956482602
SN - 0957-4166
VL - 21
SP - 825
EP - 830
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 7
ER -