612067-01-3Relevant academic research and scientific papers
Synthesis of functionally diverse and conformationally constrained polycyclic analogues of proline and prolinol
Hanessian, Stephen,Papeo, Gianluca,Angiolini, Mauro,Fettis, Kamal,Beretta, Marco,Munro, Alexander
, p. 7204 - 7218 (2007/10/03)
Alkylation of the monoenolate of N-BOC-L-pyroglutamic acid methyl ester with a variety of benzylic halides and their homologues gave the corresponding anti-C-4-alkylated products as major products. Formation of the N-Boc-iminium ion and Friedel-Crafts intramolecular cationic ring closure afforded a series of fused 1-azacyclodihydroindene derivatives with interesting topologies. Functional diversity was introduced via further manipulation of pendant groups on the original proline motif as well as on the aromatic moiety.
