CATALYSIS WITH INORGANIC CATIONS .3. THE EFFECT OF PERCHLORATES ON THE COMPETITION BETWEEN INTRAMOLECULAR HETERO-DIELS-ALDER AND ENE REACTIONS

被引：12

作者：

DESIMONI, G ^{[1
]}

FAITA, G ^{[1
]}

RIGHETTI, PP ^{[1
]}

机构：

[1] UNIV PAVIA,DIPARTIMENTO CHIM ORGAN,I-27100 PAVIA,ITALY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 16期

关键词：

D O I：

10.1016/0040-4039(95)00366-K

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of arilideneacetylacetone derivative Ib was investigated. Under thermal conditions and with lithium and barium perchlorate at room temperature, the heterodienic cycloaddition occoured and products 4,5b were obtained in 70-95% yield. With magnesium perchlorate the chemoselectivity deeply changed, the heterodienic adducts became side-products and the trans ene product 2b was obtained in 93% yield. A rationalization in terms of specific cation-substrate interaction is proposed.

引用

页码：2855 / 2858

页数：4

共 9 条

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