Solid-phase polyamine synthesis using piperazine and piperidine building blocks

Christian A Olsen; Matthias Witt; Jerzy W Jaroszewski; Henrik Franzyk

doi:10.1021/ol035610t

Solid-phase polyamine synthesis using piperazine and piperidine building blocks

Christian A Olsen, Matthias Witt, Jerzy W Jaroszewski, Henrik Franzyk

19 Citations (Scopus)

Abstract

[reaction: see text]. Polyamines containing piperidine and piperazine moieties have been synthesized on solid support using SN2 alkylation of resin-bound secondary amines with 2-nitrobenzenesulfonates (nosylates). The effect of solvent on this alkylation was investigated. The methodology was employed for the total synthesis of novel analogues of wasp polyamine toxins (philanthotoxins).

Original language	English
Journal	Organic Letters
Volume	5
Issue number	22
Pages (from-to)	4183-5
Number of pages	3
ISSN	1523-7060
DOIs	https://doi.org/10.1021/ol035610t
Publication status	Published - 2003

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title = "Solid-phase polyamine synthesis using piperazine and piperidine building blocks",

abstract = "[reaction: see text]. Polyamines containing piperidine and piperazine moieties have been synthesized on solid support using SN2 alkylation of resin-bound secondary amines with 2-nitrobenzenesulfonates (nosylates). The effect of solvent on this alkylation was investigated. The methodology was employed for the total synthesis of novel analogues of wasp polyamine toxins (philanthotoxins).",

author = "Olsen, {Christian A} and Matthias Witt and Jaroszewski, {Jerzy W} and Henrik Franzyk",

year = "2003",

doi = "10.1021/ol035610t",

language = "English",

volume = "5",

pages = "4183--5",

journal = "Organic Letters",

issn = "1523-7060",

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number = "22",

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T1 - Solid-phase polyamine synthesis using piperazine and piperidine building blocks

AU - Olsen, Christian A

AU - Witt, Matthias

AU - Jaroszewski, Jerzy W

AU - Franzyk, Henrik

PY - 2003

Y1 - 2003

N2 - [reaction: see text]. Polyamines containing piperidine and piperazine moieties have been synthesized on solid support using SN2 alkylation of resin-bound secondary amines with 2-nitrobenzenesulfonates (nosylates). The effect of solvent on this alkylation was investigated. The methodology was employed for the total synthesis of novel analogues of wasp polyamine toxins (philanthotoxins).

AB - [reaction: see text]. Polyamines containing piperidine and piperazine moieties have been synthesized on solid support using SN2 alkylation of resin-bound secondary amines with 2-nitrobenzenesulfonates (nosylates). The effect of solvent on this alkylation was investigated. The methodology was employed for the total synthesis of novel analogues of wasp polyamine toxins (philanthotoxins).

U2 - 10.1021/ol035610t

DO - 10.1021/ol035610t

M3 - Journal article

C2 - 14572280

SN - 1523-7060

VL - 5

SP - 4183

EP - 4185

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Solid-phase polyamine synthesis using piperazine and piperidine building blocks

Abstract

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