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

被引:77
作者
Rannard, SP [1 ]
Davis, NJ [1 ]
机构
[1] Courtaulds Corp Technol Coatings & Sealants, Coventry CV6 5RS, W Midlands, England
关键词
D O I
10.1021/ol9908528
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new highly selective synthesis of dialkyl carbonates is described. The procedures rely on the previously unknown selectivity of imidazole carboxylic esters synthesized by the reaction of 1,1'-carbonyldiimidazole with alcohols. 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 without the need for protection, Controlled cyclic carbonate formation is also described.
引用
收藏
页码:933 / 936
页数:4
相关论文
共 9 条
[1]  
Bose DS, 1999, SYNTHESIS-STUTTGART, P66
[2]  
BRAUN P, 1991, LIEBIGS ANN CHEM, V2, P165
[3]  
Cotarca L, 1996, SYNTHESIS-STUTTGART, P553
[4]  
HAPPAERTS T, 1998, ORG SYNTH, V75, P177
[5]   THERMALLY DEPOLYMERIZABLE POLYCARBONATES .2. SYNTHESIS OF NOVEL LINEAR TERTIARY COPOLYCARBONATES BY PHASE-TRANSFER CATALYSIS [J].
HOULIHAN, FM ;
BOUCHARD, F ;
FRECHET, JMJ ;
WILLSON, CG .
MACROMOLECULES, 1986, 19 (01) :13-19
[6]  
PULIDO R, 1994, CARBOHYD RES, V252, P55
[7]  
Staab H. A., 1962, ANGEW CHEM INT EDIT, V1, P351, DOI DOI 10.1002/ANIE.196203511
[8]  
TOSTE FD, 1995, SYNLETT, P159
[9]  
Yu B, 1998, SYNLETT, P29