Highly Efficient and Eco-friendly Gold Catalysed Synthesis of Homoallylic Ketones

Danila Gasperini, Adrian Goméz-Suàrez, Sai V. M. Vummaleti, Albert Poater, Luigi Cavallo, Steven P. Nolan

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

We report a new catalytic protocol for the synthesis of γ,δ−unsaturated carbonyl units from simple starting materials, allylic alcohols and alkynes, via a hydroxalkoxylation/Claisen rearrangement sequence. This new process is more efficient (higher TON and TOF) and more eco-friendly (increased mass efficiency) than the previous state-of-the-art technique. In addition, this method tolerates both terminal and internal alkynes. Moreover, computational studies have been carried out in order to shed light on how the Claisen rearrangement is initiated.
Original languageEnglish
Pages (from-to)2701-2705
Number of pages5
JournalACS Catalysis
Volume4
Issue number8
DOIs
Publication statusPublished - 15 Jul 2014

Cite this

Gasperini, D., Goméz-Suàrez, A., Vummaleti, S. V. M., Poater, A., Cavallo, L., & Nolan, S. P. (2014). Highly Efficient and Eco-friendly Gold Catalysed Synthesis of Homoallylic Ketones. ACS Catalysis, 4(8), 2701-2705. https://doi.org/10.1021/cs500806m