Stereoelectronic effects and chiral recognition .2. Kinetic and thermodynamic control in the formation of chiral thioacetals and chiral thioethers

被引:0
|
作者
Noe, CR [1 ]
Knollmuller, M [1 ]
ZiebarthSchroth, I [1 ]
Letschnig, M [1 ]
机构
[1] VIENNA TECH UNIV,INST ORGAN CHEM,A-1060 VIENNA,AUSTRIA
来源
LIEBIGS ANNALEN | 1996年 / 06期
关键词
thioacetals; thioethers; enantiomer selectivity; stereoelectronic effect; kinetic effect;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ratio of diastereomers obtained from chiral thiols 2 was shown to be time-dependent both in thioacetal formation with lactol 1 (diastereomers 3/4) and in 1,4-addition to nitro-styrene 5 (diastereomers 6/7, 8/9). An interpretation based on stereoelectronic effects is presented to explain the similarity of the reaction pathways in both reactions.
引用
收藏
页码:1009 / 1013
页数:5
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