High-loading polyglycerol supported reagents for Mitsunobu- and acylation-reactions and other useful polyglycerol derivatives.
In this paper we present soluble dendritic polyglycerol (PG) supported reagents PG-DEAD, PG-PPh3, and PG-DCC as well as scavengers PG-carbonate, PG-carbazate, and PG-amine, which all have been synthesized in high overall conversions and yields using simple purification techniques. The supported reagents have been used simultaneously in Mitsunobu and acylation reactions. All polymeric reagents and scavengers can be removed by simple precipitation/filtration protocols to give chromatography-free products of high purity. In the course of the syntheses of the polymeric reagents three intermediates turned out to be precious polyglycerol derivatives: a mixed carbonate as an electrophilic derivative, polyglyceryl carbazate as a scavenger for carbonyl compounds, as well as polyglycerylamines as amino analogues of polyglycerol.
Roller
Sebastian
S
Organische Chemie, Universität Dortmund, Dortmund, Germany.
Zhou
Haixia
H
Haag
Rainer
R
D000215:Acylation; D002234:Carbodiimides; D002264:Carboxylic Acids; D002625:Chemistry, Organic; D005990:Glycerol / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry; D055601:Organic Chemistry Phenomena; D011108:Polymers / Q000737:chemistry*
D002234:Carbodiimides; D002264:Carboxylic Acids; D007202:Indicators and Reagents; D011108:Polymers; C043941:polyglycerol; D005990:Glycerol