Prevalence of Eight-membered hydrogen-bonded rings in some bis(cyclobutane) β-dipeptides including residues with trans stereochemistry

Elisabeth Torres, Esther Gorrea, Eric Da Silva, Pau Nolis, Vicenç Branchadell, Rosa M. Ortuño

Research output: Contribution to journalArticleResearchpeer-review

40 Citations (Scopus)

Abstract

Three new bis(cyclobutane) β-dipeptides have been synthesized from appropriate derivatives of cis- and trans-2-aminocyclobutane-1-carboxylic acid, respectively. The predominance of eight-membered hydrogen-bonded rings has been manifested for (trans,trans)- and (trans,cis)-β- dipeptides while the formation of six-membered rings is preferred for the (cis,trans)- β-dipeptide similarly to the previously described (cis,cis)-diastereomer. © 2009 American Chemical Society.
Original languageEnglish
Pages (from-to)2301-2304
JournalOrganic Letters
Volume11
Issue number11
DOIs
Publication statusPublished - 4 Jun 2009

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