InCl3/Me3SiBr-catalyzed direct coupling between silyl ethers and enol acetates

Yoshiharu Onishi; Yoshihiro Nishimoto; Makoto Yasuda; Akio Baba

doi:10.1021/ol200875m

InCl3/Me3SiBr-catalyzed direct coupling between silyl ethers and enol acetates

Org Lett. 2011 May 20;13(10):2762-5. doi: 10.1021/ol200875m. Epub 2011 Apr 28.

Authors

Yoshiharu Onishi¹, Yoshihiro Nishimoto, Makoto Yasuda, Akio Baba

Affiliation

¹ Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, Japan.

PMID: 21526792
DOI: 10.1021/ol200875m

Abstract

A combined Lewis acid catalyst of InCl(3) and Me(3)SiBr promoted the direct use of enol acetates in the coupling with low-reactive silyl ethers, in which functional groups including ketones and aldehydes survived. Sterically hindered silyl ethers such as ROSiEt(3), ROSiPh(3), ROSit-BuMe(2), and ROSii-Pr(3) were also applicable.