Dirscherl, G. and Rooshenas, P. and Schreiner, P.R. and Lamaty, F. and König, B. (2008) Synthesis and structure of a heterocyclic ansa pyrrole amino acid. Tetrahedron 64, pp. 3006-3016.
Full text not available from this repository.
We report a synthetic route to ansa pyrrole amino acids via olefin ring-closing metathesis of diene precursors in the presence of Grubbs I
catalyst. The dienes were prepared by Grignard addition to pyrrole sulfinyl imines. The success of the macrocyclic ring closure depends on
the dienes structure and only in the case of the 13-membered compound 28 sufficient material could be isolated by preparative HPLC separation
to investigate its structure spectroscopically. As also rationalized by our computations at the B3LYP/6-311þG(d,p)//B3LYP/6-31G(d) level of
theory, 28 is configurationally stable.
|Institutions:||Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Yes|
|Deposited On:||05 Mar 2009 10:55|
|Last Modified:||01 Dec 2010 15:00|