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Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling.


ABSTRACT: Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KO t Bu and bidentate phosphine dmpe is vital to this transformation.

SUBMITTER: Wei W 

PROVIDER: S-EPMC5855968 | biostudies-literature | 2017 Dec

REPOSITORIES: biostudies-literature

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Ruthenium(ii)-catalyzed olefination <i>via</i> carbonyl reductive cross-coupling.

Wei Wei W   Dai Xi-Jie XJ   Wang Haining H   Li Chenchen C   Yang Xiaobo X   Li Chao-Jun CJ  

Chemical science 20171009 12


Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of subst  ...[more]

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