Controlled synthesis of asymmetric dialkyl and cyclic carbonates using thehighly selective reactions of imidazole carboxylic esters

Citation
Sp. Rannard et Nj. Davis, Controlled synthesis of asymmetric dialkyl and cyclic carbonates using thehighly selective reactions of imidazole carboxylic esters, ORG LETT, 1(6), 1999, pp. 933-936
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
6
Year of publication
1999
Pages
933 - 936
Database
ISI
SICI code
1523-7060(19990923)1:6<933:CSOADA>2.0.ZU;2-9
Abstract
[GRAPHICS] A new highly selective synthesis of dialkyl carbonates is described. The pr ocedures rely on the previously unknown selectivity of imidazole carboxylic esters synthesized by the reaction of 1,1'-carbonyldiimidazole with alcoho ls. The imidazole carboxylic esters of secondary or tertiary alcohols form carbonates through the exclusive reaction with primary alcohols in polyols containing mixtures of primary, secondary, and tertiary hydroxyl groups wit hout the need for protection, Controlled cyclic carbonate formation is also described.