American Chemical Society
jo9b02568_si_001.pdf (2.81 MB)

Synthesis of γ‑Lactones by TBAI-Promoted Intermolecular Carboesterification of Carboxylic Acids with Alkenes and Alcohols

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journal contribution
posted on 2019-12-06, 23:30 authored by Rongxiang Chen, Kai-Kai Wang, Zhan-Yong Wang, Changqing Miao, Doudou Wang, An-an Zhang, Lantao Liu
A novel tetrabutylammonium iodide (TBAI)-promoted three-component reaction of carboxylic acid with alkene and alcohol has been developed, which represents facile and straightforward access to polysubstituted γ-lactone skeletons in moderate-to-good yields. This methodology is distinguished by the use of a commercial catalyst and readily available starting materials, wide substrate scope, and operational simplicity. Mechanistic studies suggested that this transformation went through a radical process.