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Ether C–O bonds are typical constituents of organic molecules that are seldom regarded as reactive functional groups except when highly strained. With the assistance of appropriate directing groups, low-valent titanium was found to homolytically cleave non-strained C–O bonds. In particular, a newly designed catechol monoether directing group rendered a route toward the activation of non-benzylic C(sp3)–O bonds. This method has been applied to conventional radical addition reactions to alkenes.
Suga et al. (Fri,) studied this question.
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