ACID-CATALYZED CYCLODIMERIZATIONS VIA VINYL CATIONS AS INTERMEDIATES

被引：14

作者：

GRIESBAU.K

机构：

[1] Carl-Engler- und Hans Bunte-Institut, für Mineralöl- und Kohleforschung, Universität Karlsruhe

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 1969年 / 8卷 / 12期

关键词：

Cyclobutanes; Cyclodimerization; Vinyl cations;

D O I：

10.1002/anie.196909331

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The electrophilic addition of hydrogen chloride and bromide to allene and of hydrogen bromide to methylacetylene at −70 °C leads not only to the simple Markownikoff adducts but also to cis‐ and trans‐1,3‐dihalo‐1,3‐dimethylcyclobutanes. These cyclodimerizations, which evidently proceed via vinyl cations, have opened up new short routes for the synthesis of cyclobutane‐, cyclobutene‐, and bicyclobutane derivatives starting from substrates that are industrially readily accessible. Copyright © 1969 by Verlag Chemie, GmbH, Germany

引用

页码：933 / &

共 44 条

[1]

BEYNON JH, 1960, MASS SPECTROMETRY IT, P299

[2] UNSATURATED NEOPENTYL COMPOUNDS . EFFECT OF METHYL SUBSTITUTION ON SOLVOLYTIC COURSE OF HOMOALLENIC BROSYLATES [J].