Issue 2, 2019

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

Abstract

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
20 Oct 2018
Accepted
04 Dec 2018
First published
04 Dec 2018

Org. Biomol. Chem., 2019,17, 264-267

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

S. Liu, P. Cui, J. Wang, H. Zhou, Q. Liu and J. Lv, Org. Biomol. Chem., 2019, 17, 264 DOI: 10.1039/C8OB02604A

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