Synthesis of gamma-butyrolactones by a Baeyer-Villiger oxidation with hydrogen peroxide, catalysed by methyltrioxorhenium

Citation
Amf. Phillips et C. Romao, Synthesis of gamma-butyrolactones by a Baeyer-Villiger oxidation with hydrogen peroxide, catalysed by methyltrioxorhenium, EUR J ORG C, (8), 1999, pp. 1767-1770
Citations number
39
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
8
Year of publication
1999
Pages
1767 - 1770
Database
ISI
SICI code
1434-193X(199908):8<1767:SOGBAB>2.0.ZU;2-D
Abstract
gamma-Butyrolactones were obtained in good yields and high regioselectivity by a Baeyer-Villiger oxidation with H2O2 catalysed by methyltrioxorhenium. The lactonization was chemoselective in the presence of double bonds, arom atic rings, and chlorine substituents. A trimethylsiloxy-substituted ketone was converted directly into a hydroxylated lactone in good yield and regio selectively.