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Ligand-Assisted Rate Acceleration in Lanthanum(III) Isopropoxide Catalyzed Transesterification of Carboxylic Esters

Authors :
Manabu Hatano
Kazuaki Ishihara
Yoshiro Furuya
Toshikatsu Maki
Sho Kamiya
Takumi Shimmura
Katsuhiko Moriyama
Source :
Organic Letters. 13:426-429
Publication Year :
2010
Publisher :
American Chemical Society (ACS), 2010.

Abstract

The transesterification of an equimolar mixture of carboxylic esters and primary (1°), secondary (2°), and tertiary (3°) alcohols in hydrocarbon solvents was promoted with high efficiency by a lanthanum(III) complex, which was prepared in situ from lanthanum(III) isopropoxide (1 mol %) and 2-(2-methoxyethoxy)ethanol (2 mol %). The present La(III) catalyst was highly effective for the chemoselective transesterification in the presence of competitive 1°- and 2°-amines. Remarkably, esters were obtained in good to excellent yields as colorless materials without an inconvenient workup procedure.

Details

ISSN :
15237052 and 15237060
Volume :
13
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....730abeebdc94b353eca98ef7be33b578