1174149-07-5Relevant articles and documents
Selective oxygenation of unactivated C-H bonds by dioxygen: Via the autocatalytic formation of oxoiron(v) species
Chandra, Bittu,De, Puja,Sen Gupta, Sayam
, p. 8484 - 8487 (2020)
Selective catalytic oxygenation of unactivated C-H bonds for a series of substrates by dioxygen using iron complexes was performed without the use of a co-reductant. Mechanistic studies indicate that the reaction proceeded via the autocatalytic formation of an oxoiron(v) intermediate, which brings high regioselectivity and stereoretention.
Murphy,D.K. et al.
, p. 2649 - 2653 (1969)
P450-catalyzed regio- and stereoselective oxidative hydroxylation of disubstituted cyclohexanes: Creation of three centers of chirality in a single CH-activation event This paper is dedicated to the memory of Harry H. Wasserman
Ilie, Adriana,Agudo, Rubén,Roiban, Gheorghe-Doru,Reetz, Manfred T.
, p. 470 - 475 (2015/02/02)
Wild-type P450-BM3 is able to catalyze in a highly regio- and diastereoselective manner the oxidative hydroxylation of non-activated disubstituted cyclohexane derivatives lacking any functional groups, including cis- and trans-1,2-dimethylcyclohexane, cis- and trans-1,4-dimethylcyclohexane, and trans-1,4-methylisopropylcyclohexane. In all cases except chiral trans-1,2-dimethylcyclohexane as substrate, the single hydroxylation event at a methylene group induces desymmetrization with simultaneous creation of three centers of chirality. Certain mutants increase selectivity, setting the stage for future directed evolution work.
