Macrocyclization of Di-Boc-guanidino-alkylamines Related to Guazatine Components: Discovery and synthesis of innovative macrocyclic amidinoureas

Daniele Castagnolo; Francesco Raffi; Gianluca Giorgi; Maurizio Botta

doi:10.1002/ejoc.200801109

Macrocyclization of Di-Boc-guanidino-alkylamines Related to Guazatine Components: Discovery and synthesis of innovative macrocyclic amidinoureas

Daniele Castagnolo, Francesco Raffi, Gianluca Giorgi, Maurizio Botta

Northumbria University

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

Abstract

The synthesis of new and innovative macrocyclic amidinoureas from linear di-Boc-guanidino-alkylamines related to guazatine was accomplished. The macrocyclization reaction proceeds under mild conditions affording 11- to 16-membered rings with a new and previously undescribed structure in good yields. Enantiomerically pure macrocyclic amidinoureas were also synthesised. The strict correlation between macrocyclic amidinoureas and the natural productguazatine makes them very actractive also from a biological point of view.

Original language	English
Pages (from-to)	334-337
Journal	European Journal of Organic Chemistry
Volume	2009
Issue number	3
DOIs	https://doi.org/10.1002/ejoc.200801109
Publication status	Published - 2009

Keywords

macrocyclization
amidino¬urea
aminoguanidine

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10.1002/ejoc.200801109

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title = "Macrocyclization of Di-Boc-guanidino-alkylamines Related to Guazatine Components: Discovery and synthesis of innovative macrocyclic amidinoureas",

abstract = "The synthesis of new and innovative macrocyclic amidinoureas from linear di-Boc-guanidino-alkylamines related to guazatine was accomplished. The macrocyclization reaction proceeds under mild conditions affording 11- to 16-membered rings with a new and previously undescribed structure in good yields. Enantiomerically pure macrocyclic amidinoureas were also synthesised. The strict correlation between macrocyclic amidinoureas and the natural productguazatine makes them very actractive also from a biological point of view.",

keywords = "macrocyclization, amidino¬urea, aminoguanidine",

author = "Daniele Castagnolo and Francesco Raffi and Gianluca Giorgi and Maurizio Botta",

year = "2009",

doi = "10.1002/ejoc.200801109",

language = "English",

volume = "2009",

pages = "334--337",

journal = "European Journal of Organic Chemistry",

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AU - Castagnolo, Daniele

AU - Raffi, Francesco

AU - Giorgi, Gianluca

AU - Botta, Maurizio

PY - 2009

Y1 - 2009

N2 - The synthesis of new and innovative macrocyclic amidinoureas from linear di-Boc-guanidino-alkylamines related to guazatine was accomplished. The macrocyclization reaction proceeds under mild conditions affording 11- to 16-membered rings with a new and previously undescribed structure in good yields. Enantiomerically pure macrocyclic amidinoureas were also synthesised. The strict correlation between macrocyclic amidinoureas and the natural productguazatine makes them very actractive also from a biological point of view.

AB - The synthesis of new and innovative macrocyclic amidinoureas from linear di-Boc-guanidino-alkylamines related to guazatine was accomplished. The macrocyclization reaction proceeds under mild conditions affording 11- to 16-membered rings with a new and previously undescribed structure in good yields. Enantiomerically pure macrocyclic amidinoureas were also synthesised. The strict correlation between macrocyclic amidinoureas and the natural productguazatine makes them very actractive also from a biological point of view.

KW - macrocyclization

KW - amidino¬urea

KW - aminoguanidine

U2 - 10.1002/ejoc.200801109

DO - 10.1002/ejoc.200801109

M3 - Article

SN - 0075-4617

VL - 2009

SP - 334

EP - 337

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 3

ER -

Macrocyclization of Di-Boc-guanidino-alkylamines Related to Guazatine Components: Discovery and synthesis of innovative macrocyclic amidinoureas

Abstract

Keywords

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