Herein, we report on selectivity control in C–H activations with alkylidenecyclopropanes (ACPs) for the chemo-selective assembly of cyclopropanes or dienes. Thus, unprecedented rhodaelectro-catalyzed C–H activations were realized with diversely decorated ACPs with a wide substrate scope and electricity as the sole oxidant.
Regioselective Formation of Alkylidenecyclopropanes from 2-Substituted Cyclobutylidenes Generated from Geminal Dibromocyclobutanes and Methyllithium
作者:Tore Nordvik、Jean-Luc Mieusset、Udo H. Brinker
DOI:10.1021/ol036348r
日期:2004.3.1
Four different 2-substituted geminal dibromocyclobutanes were reacted with methyllithium at -78 degrees C. In contrast to previous studies using diazocyclobutanes as carbene precursors at temperatures above 200 degrees C via reaction of the corresponding tosylhydrazone sodium salts, the organometallic route in each case produces only an alkylidenecyclopropane that could be isolated in good yields.