Rhenium-Catalyzed Reduction of Carboxylic Acids with Hydrosilanes

Org Lett. 2019 Oct 4;21(19):7713-7716. doi: 10.1021/acs.orglett.9b02449. Epub 2019 Sep 16.

Abstract

Re2(CO)10 efficiently catalyzes the direct reduction of various carboxylic acids under mild conditions (rt, irradiation 350 or 395 nm). While aliphatic carboxylic acids were readily converted to the corresponding disilylacetals with low catalyst loading (0.5 mol %) in the presence of Et3SiH (2.2 equiv), aromatic analogues required more drastic conditions (Re2(CO)10 5 mol %, Ph2MeSiH 4.0 equiv) to afford the corresponding aldehydes after acid treatment.