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Ligand-assisted Rate Acceleration in lanthanum(III) Isopropoxide Catalyzed Transesterification of Carboxylic Esters

Manabu Hatano, Yoshiro Furuya, Takumi Shimmura, Katsuhiko Moriyama, Sho Kamiya, Toshikatsu Maki, Kazuaki Ishihara

Org Lett. 2011 Feb 4;13(3):426-9.

PMID: 21175157

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP19446527 Lanthanum(III) isopropoxide Lanthanum(III) isopropoxide 19446-52-7 Price
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