Simple preparations of tricyclic orthoamides and macrocyclic triamines

Article abstract of DOI:10.1080/00397919408011324

Hexahydropyrimidopyrimidine 3 is condensed with an alkyl ditosylate 4 at room temperature in DME or toluene. The resulting tricyclic salt is reduced with sodium borohydride to provide orthoamides 6a-c. Acidic hydrolysis of these orthoamides gives the corresponding macrocyclic triamines 8a-c in high yield.

Full text of DOI:10.1080/00397919408011324

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Synthetic Communications: An
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Simple Preparations of Tricyclic
Orthoamides and Macrocyclic
Triamines
Robert Du Ho Kim a , Michele Wilson a & John
Haseltine a
a School of Chemistry and Biochemistry , Georgia
Institute of Technology , Atlanta, Georgia ,
30332-0400
Published online: 23 Sep 2006.
To cite this article: Robert Du Ho Kim , Michele Wilson & John Haseltine (1994)
Simple Preparations of Tricyclic Orthoamides and Macrocyclic Triamines, Synthetic
Communications: An International Journal for Rapid Communication of Synthetic
Organic Chemistry, 24:21, 3109-3114, DOI: 10.1080/00397919408011324
To link to this article: http://dx.doi.org/10.1080/00397919408011324
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