Lithium and proton templated ω-polyazamacrolactamization, new general routes to macrocyclic polyamines

A general, lithium templated/catalyzed ω-polyazamacrolactamization method for the synthesis of macrocyclic polyamines including spermidine and spermine alkaloids is presented. The formation of 12-, 13-, 16-, 17-, and 19-membered N 3, N 4, N 5, and N 6 containing rings is described. A proton template...

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Bibliographic Details
Published in:Tetrahedron letters 2002-09, Vol.43 (40), p.7213-7216
Main Authors: Drandarov, Konstantin, Hesse, Manfred
Format: Article
Language:English
Subjects:
lithium template
polyazamacrolactam alkaloids
proton template
spermidine
spermine
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Summary:A general, lithium templated/catalyzed ω-polyazamacrolactamization method for the synthesis of macrocyclic polyamines including spermidine and spermine alkaloids is presented. The formation of 12-, 13-, 16-, 17-, and 19-membered N 3, N 4, N 5, and N 6 containing rings is described. A proton templated/catalyzed macrolactamization of some ω-polyazaaminoesters is also observed. A general, lithium templated/catalyzed ω-polyazamacrolactamization method for the synthesis of macrocyclic polyamines including spermidine and spermine alkaloids is presented. The formation of 12-, 13-, 16-, 17-, and 19-membered N 3, N 4, N 5, and N 6 containing rings is described. A proton templated/catalyzed macrolactamization of some ω-polyazaaminoesters is also observed.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)01660-X