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Start Over Author "BIENZ, S." Topic 1605 organic chemistry
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2. Solid-phase synthesis of cyclic polyamines

Author

Pascal Bisegger, Nikolay Manov, Stefan Bienz, University of Zurich, and Bienz, S

Subjects
chemistry.chemical_classification, 10120 Department of Chemistry, Primary (chemistry), 1303 Biochemistry, 3002 Drug Discovery, Organic Chemistry, Biochemistry, Solid-phase synthesis, chemistry, Intramolecular force, Drug Discovery, 540 Chemistry, Organic chemistry, SN2 reaction, Alkyl, 1605 Organic Chemistry
Abstract

A method for the synthesis of cyclic polyamines based on solid-phase chemistry is shown. Linear polyamines are stepwise synthesized on solid support from the center by repetitive alkylations at benzylic N-atoms. Cyclizations at the resins were effected conventionally by direct intramolecular SN2 reactions between sulfonyl-protected terminal amino groups and primary alkyl bromides or by intramolecular Mitsunobu reactions between sulphonamides and primary alcohols. Particularly the latter transformation proved to be powerful for the construction of medium- as well as large-sized rings.

Published
2008
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