A novel chemically and mechanically stable glycerol-based crosslinked polystyrene support for polypeptide synthesis: A comparative study with Merrifield resin

2004 ◽  
Vol 92 (1) ◽  
pp. 288-294 ◽  
Author(s):  
P. G. Sasikumar ◽  
K. S. Kumar ◽  
V. N. Rajasekharan Pillai
Keyword(s):  
Comparative Study ◽  
Crosslinked Polystyrene ◽  
Polypeptide Synthesis ◽  
Polystyrene Support ◽  
Merrifield Resin

Chiral lithium amides on polymer support — Synthesis and use in deprotonation of ketones

2006 ◽  
Vol 84 (2) ◽  
pp. 257-268 ◽  
Author(s):  
Marek Majewski ◽  
Agnieszka Ulaczyk-Lesanko ◽  
Fan Wang
Keyword(s):  
Ring Opening ◽  
Secondary Amines ◽  
Polymer Support ◽  
Lithium Amides ◽  
Polystyrene Support ◽  
Merrifield Resin ◽  
Polymer Supported

A number of chiral secondary amines attached to Merrifield resin or to noncrosslinked (soluble) polystyrene support were synthesized. The corresponding lithium amides, generated from these amines by treatment with BuLi, react with tropinone, a model symmetrical ketone, to give the corresponding enolates enantioselectively (ee up to 75%). The enolates were trapped either as the corresponding aldol adducts by a reaction with benzaldehyde or as ring-opening products in a reaction with a chloroformate.Key words: chiral lithium amides, polymer-supported reagents, deprotonation, enolates, tropinone.

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