Selectivity enhancements in the base-catalyzed acylation of polyols (1,2-or 1,3-alkanediol, partially protected glucoside) have been found with (bi)macrocyclic pyridines 2 and 9 as catalysts. The different selectivities obtained for concave py-
ChemInform Abstract: Concave Reagents. Part 26. Concave Pyridines for Selective Acylations of Polyols.
β Scribed by U. LUENING; S. PETERSEN; W. SCHYJA; W. HACKER; T. MARQUARDT; K. WAGNER; M. BOLTE
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 29 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
1998 catalysis, phase-transfer catalysis catalysis, phase-transfer catalysis O 0020 35 -039 Concave Reagents. Part 26. Concave Pyridines for Selective Acylations of Polyols.
-Macrocyclic pyridines, e.g. (I) and (II), are powerful catalysts for selective acylation of very similar hydroxyl groups in polyols, e.g. selective acylation in O-2 position of methyl glucoside (III) with both free hydroxyl groups being secondary and equatorial.
-(LUENING, U.;
π SIMILAR VOLUMES
1997 esterification, ester hydrolysis esterification, ester hydrolysis O 0310 12 -070 Concave Reagents. Part 21. Selective Acylations of Primary and Secondary Alcohols by Ketenes. -Concave pyridines of the type (I) (7 examples) of varying ring size are used to catalyze the addition of primary and s