Asymmetric transfer hydrogenation of cycloalkyl vinyl ketones to allylic alcohols catalyzed by ruthenium amido complexes

作者：Liu, Sensheng; Cui, Peng; Wang, Juan; Zhou, Haifeng^*; Liu, Qixing; Lv, Jinliang^*

来源：Organic and Biomolecular Chemistry, 2019, 17(2): 264-267.

DOI：10.1039/c8ob02604a

• HIGHLY ENANTIOSELECTIVE HYDROGENATION
• IRIDIUM COMPLEXES
• SPIROPAP LIGANDS
• CHIRAL ALCOHOLS
• FORMIC-ACID
• EFFICIENT
• ENONES
• 1,2-REDUCTION
• DIAMINE
• ALKYNES

A chemoselective 1,2-reduction of cycloalkyl vinyl ketones via asymmetric transfer hydrogenation is described. The reduction proceeded smoothly with a chiral diamine ruthenium complex as a catalyst and a HCOOH-NEt3 azeotrope as both a hydrogen source and solvent under mild conditions. A wide range of 1-cycloalkyl chiral allylic alcohols were obtained in good yields and up to 87% ee. It was found that the alkyl group plays an important role in the enantioselectivity.

• 出版日期2019-1-14
• 单位三峡大学