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

页码：2554 / 2560

页数：7

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