Oxidative cleavage of vic-diols to aldehydes with dioxygen catalyzed by Ru(PPh3)3Cl2 on active carbon

E Takezawa; S Sakaguchi; Y Ishii

doi:10.1021/ol990117w

Oxidative cleavage of vic-diols to aldehydes with dioxygen catalyzed by Ru(PPh3)3Cl2 on active carbon

Org Lett. 1999 Sep 9;1(5):713-5. doi: 10.1021/ol990117w.

Authors

E Takezawa¹, S Sakaguchi, Y Ishii

Affiliation

¹ Department of Applied Chemistry, Faculty of Engineering & High Technology Research Center, Kansai University, Suita, Osaka 564-8680, Japan.

PMID: 16118870
DOI: 10.1021/ol990117w

Abstract

[reaction: see text] A variety of vic-diols were first successfully cleaved to the corresponding aldehydes with dioxygen catalyzed by Ru(PPh3)3Cl2 on active carbon in fair to good yields. For example, treatment of 1,2-octandiol and 1,2-cyclooctanediol with dioxygen in the presence of Ru(PPh3)3Cl2/C in PhCF3 at 60 degrees C for 15 h produced heptanal and 1,8-octanedial in 77% and 76% yields, respectively.