Asymmetric Hydrogenation of Allylic Alcohols Using Ir-N,P-Complexes

作者：Li, Jia-Qi; Liu, Jianguo; Krajangsri, Suppachai; Chumnanvej, Napasawan; Singh, Thishana; Andersson, Pher G.^*

来源：ACS Catalysis, 2016, 6(12): 8342-8349.

DOI：10.1021/acscatal.6b02456

• asymmetric synthesis
• gamma,gamma-disubstituted allylic alcohols
• beta,gamma-disubstituted allylic alcohols
• DFT
• iridium
• hydrogenation

In this study, a series of gamma,gamma-disubstituted and beta,gamma-disubstituted allylic alcohols were prepared and successfully hydrogenated using suitable N,P-based Ir complexes. High yields and excellent enantioselectivities were obtained for most of the substrates studied. This investigation also revealed the effect of the acidity of the N,P-Ir-complexes on the acid sensitive allylic alcohols. DFT Delta pK(a) calculations were used to explain the effect of the N,P-ligand on the acidity of the corresponding Ir-complex. The selectivity model of the reaction was used to accurately predict the absolute configuration of the hydrogenated alcohols.

• 出版日期2016-12
• 单位中国农业大学