Elimination versus Ring Opening: A Convergent Route to Allrylidene-Cyclobutanes

被引：22

作者：

Brioche, Julien ^{[1
]}

Michalak, Michal ^{[1
]}

Quiclet-Sire, Beatrice ^{[1
]}

Zard, Samir Z. ^{[1
]}

机构：

[1] Ecole Polytech, CNRS, UMR 7652, Synth Organ Lab, F-91128 Palaiseau, France

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 23期

关键词：

ENANTIOSELECTIVE SYNTHESIS; RADICAL-ADDITION; ACCESS; DERIVATIVES; EXPANSION; METHYLENECYCLOBUTANES; OLEFINS; CARBON; CYCLOADDITION; KINETICS;

D O I：

10.1021/ol202798r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Functionalized alkylidene-cyclobutanes have been prepared from 2-fluoropyridinyl-6-oxy precursors derived from vinyl cyclobutanols by a radical addition elimination process. A wide range of functional groups is tolerated, and the alkylidene-cyclobutanes can be further elaborated Into cyclopentanones. The limitation of this approach resides in the competition with opening of the cyclobutane ring.

引用

页码：6296 / 6299

页数：4

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