Reaction of beta,gamma-unsaturated carboxylic acids with thallium triacetate (TTA): Lactonization vs oxidative decarboxylation

Authors
Ferraz, HMC Grazini, MVA Silva, LF Longo, LS
Citation
Hmc. Ferraz et al., Reaction of beta,gamma-unsaturated carboxylic acids with thallium triacetate (TTA): Lactonization vs oxidative decarboxylation, SYN COMMUN, 29(11), 1999, pp. 1953-1964
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
29
Issue
11
Year of publication
1999
Pages
1953 - 1964
Database
ISI
SICI code
0039-7911(1999)29:11<1953:ROBCAW>2.0.ZU;2-4
Abstract
The reaction of six beta,gamma-unsaturated carboxylic acids with thallium t riacetate (TTA) was studied. The nature of the products is highly sensitive to the substitution pattern of the substrates. Aliphatic acids gave mainly lactones, while those bearing an aromatic ring furnished only decarboxylat ion products.