β-trifluoroacetylvinyl phenyl sulfoxide -: synthesis, Diels-Alder reaction and computational study

被引：7
|
作者：
Krasovsky, AL [1 ]
Pissarev, SA [1 ]
Nenajdenko, VG [1 ]
Balenkova, ES [1 ]
机构：
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 22期
关键词：
D O I：
10.1039/b202583c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Diels-Alder reaction of sulfoxide 2 with 1,3-dienes in CH2Cl2 afforded the corresponding CF3-containing mono- and polycycloadducts. In the case of the reaction of sulfoxide 2 and sulfonium salt 10 with cyclopentadiene, a mixture of four diastereomers was formed. The rotational potential energy surface ( PES) of reagents 2, 10 was calculated and gave three minimum energy conformations with S=O, Ph or the lone pair synperiplanar to the carbon-carbon double bond.
引用
收藏
页码：2554 / 2560
页数：7
相关论文
共 50 条
12345