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

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 met...

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Detalles Bibliográficos
Autores principales: Wei, Wei, Dai, Xi-Jie, Wang, Haining, Li, Chenchen, Yang, Xiaobo, Li, Chao-Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5855968/
https://www.ncbi.nlm.nih.gov/pubmed/29568466
http://dx.doi.org/10.1039/c7sc04207h
Descripción
Sumario: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.