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

Authors :
Chen R
Wang KK
Wang ZY
Miao C
Wang D
Zhang AA
Liu L
Source :
The Journal of organic chemistry [J Org Chem] 2019 Dec 20; Vol. 84 (24), pp. 16068-16075. Date of Electronic Publication: 2019 Dec 09.
Publication Year :
2019

Abstract

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.

Details

Language :
English
ISSN :
1520-6904
Volume :
84
Issue :
24
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
31769673
Full Text :
https://doi.org/10.1021/acs.joc.9b02568