Application of Microgels as Polymer Supports for Organic Synthesis:  Preparation of a Small Phthalide Library, a Scavenger, and a Borohydride Reagent

2002 ◽  
Vol 4 (5) ◽  
pp. 436-441 ◽  
Author(s):  
Osamu Shimomura ◽  
Bruce Clapham ◽  
Carsten Spanka ◽  
Suresh Mahajan ◽  
Kim D. Janda
Keyword(s):  
Organic Synthesis ◽  
Polymer Supports

Soluble polymer-supported organocatalysts

2012 ◽  
Vol 85 (3) ◽  
pp. 493-509 ◽  
Author(s):  
Yun-Chin Yang ◽  
David E. Bergbreiter
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Soluble Polymer ◽  
Soluble Polymers ◽  
The Past ◽  
Polymer Supports ◽  
Polymer Supported ◽  
Simple Product

Organocatalysts have been extensively studied for the past few decades as alternatives to transition-metal catalysts. Immobilizing organocatalysts on polymer supports allows easy recovery and simple product purification after a reaction. Select examples of recent reports that describe the potential advantages of using soluble polymers to prepare soluble polymer-supported organocatalysts useful in organic synthesis are reviewed.

The use of polymer supports in organic synthesis. V. The preparation of monoacetates of symmetrical diols

1976 ◽  
Vol 54 (6) ◽  
pp. 935-942 ◽  
Author(s):  
Thomas M. Fyles ◽  
Clifford C. Leznoff
Keyword(s):  
Organic Synthesis ◽  
Acetyl Chloride ◽  
Methyl Benzoate ◽  
Styrene Copolymer ◽  
Polymer Supports ◽  
Acid Cleavage ◽  
Insoluble Polymer

A 2% cross-linked divinylbenzene–styrene copolymer was directly lithiated with n-butyllithium in the presence of N,N,N′,N′-tetramethylethylenediamine. The lithiated polymer on reaction with a benzophenone gave an insoluble polymer-bound trityl alcohol. Further reaction with acetyl chloride gave a polymer-bound trityl chloride which, on treatment with the primary symmetrical diols 1,10-decanediol, 1,7-heptanediol, and 1,4-butanediol, gave mostly symmetrical diols monoblocked by insoluble polymer-bound trityl groups. Acetylation followed by acid cleavage from the polymer gave the monoacetates of 1,10-decanediol, 1,7-heptanediol, and 1,4-butanediol and some recovered diols. The recovered polymer can be efficiently recycled. The quantity of recovered diol was related to the problem of 'double-binding' of the symmetrical diols to the polymer-bound trityl groups. The extent of 'double-binding' could be greatly reduced by the use of polymer-bound trityl chloride prepared via the lithiated polymer and methyl benzoate or phosgene.

scholarly journals The Use of Polymer Supports in Organic Synthesis. The Synthesis of Monotrityl Ethers of Symmetrical Diols

1972 ◽  
Vol 50 (17) ◽  
pp. 2892-2893 ◽  
Author(s):  
Clifford C. Leznoff ◽  
Jack Y. Wong
Keyword(s):  
Organic Synthesis ◽  
Acid Chloride ◽  
Functional Group ◽  
Selective Synthesis ◽  
Polymer Supports ◽  
Unique Method

A modified Merrifield polymer containing acid chloride groups was used in the selective synthesis of the monotrityl ethers of the symmetrical diols, HO—(CH2)n—OH, where n = 2, 4, 6, 8, and 10. This procedure constitutes a unique method of blocking one functional group of a completely symmetrical difunctional compound.

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