Categories: O-H Bond Formation >
Reduction of α,β-unsaturated compounds
An on-water Ir(III)-diamine catalysis represents an efficient, simple and environmentally friendly catalytic system for the transfer hydrogenation of aldehydes. The catalyst tolerates various synthetically useful groups including nitro groups, halogens, ketones, esters and olefins.
X. Wu, J. Liu, X. Li, A. Zanotti-Gerosa, F. Hancock, D. Vinci, J. Ruan, J. Xiao, Angew. Chem. Int. Ed., 2006, 45, 6717-6722.
[Cp*Ir(2,2′-bpyO)(H2O)] is a highly efficient and general catalyst for transfer hydrogenation of carbonyl compounds and chemoselective transfer hydrogenation of unsaturated aldehydes with isopropanol under neutral conditions. The reaction tolerates deducible groups such as nitro, cyano, ester, and halide.
R. Wang, Y. Tang, M. Xu, C. Meng, F. Li, J. Org. Chem., 2018, 83, 2274-2281.
Asymmetric ligand-accelerated catalysis by copper hydride allows the synthesis of valued nonracemic allylic alcohols in very good yields.
R. Moser, Ž. V. Bošković, C. S. Crowe, B. H. Lipshutz, J. Am. Chem. Soc., 2010, 132, 7852-7853.
A highly efficient asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones in the presence of chiral spiro iridium complexes provides chiral 2-substituted allylic alcohols and a concise route to (-)-mesembrine.
Q.-Q. Zhang, J.-H. Xie, X.-H. Yang, J.-B. Xie, Q.-L. Zhou, Org. Lett., 2012, 14, 6158-6161.